Category: 37905-02-5

Ti(III)-Catalyzed Cyclizations of Ketoepoxypolyprenes: Control over the Number of Rings and Unexpected Stereoselectivities was written by Morcillo, Sara P.;Miguel, Delia;Resa, Sandra;Martin-Lasanta, Ana;Millan, Alba;Choquesillo-Lazarte, Duane;Garcia-Ruiz, Juan M.;Mota, Antonio J.;Justicia, Jose;Cuerva, Juan M.. And the article was included in Journal of the American Chemical Society in 2014.Category: esters-buliding-blocks The following contents are mentioned in the article:

We describe a new strategy to control the number of cyclization steps in bioinspired radical (poly)cyclizations involving epoxypolyenes containing keto units positioned along the polyene chain. This approach provides an unprecedentedly straightforward access to natural terpenoids with pendant unsaturated side chains. Addnl., in the case of bi- and tricyclizations, decalins with cis stereochem. have been obtained as a consequence of the presence of the ketone. The preferential formation of cis-fused adducts was rationalized using DFT calculations This result is completely unprecedented in biomimetic cyclizations and permits the access to natural terpenoids with this stereochem., as well as to non-natural analogs. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Category: esters-buliding-blocks).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A convergent stereocontrolled synthesis of [3-¹⁴C]solanesol was written by Roe, Stephen J.;Oldfield, Mark F.;Geach, Neil;Baxter, Andrew. And the article was included in Journal of Labelled Compounds and Radiopharmaceuticals in 2013.Electric Literature of C12H18O3 The following contents are mentioned in the article:

In this communication, we report the synthesis of âˆ? mCi of [3-¹⁴C]solanesol (I) prepared from Et [3-¹⁴C]acetoacetate and (all-E)-octaprenyl bromide (II) in four steps, with a specific radioactivity of 19.83 mCi/mmol and with a chem./stereochem. and radiochem. purity of â‰?95%. Position 3 of the chain was selected for ¹⁴C labeling because of the metabolic stability of this position. Unlabeled (all-E)-octaprenol III necessary for this work was prepared via a convergent iterative ‘allyl-allyl’ coupling approach of precursors easily derived from readily available inexpensive starting materials.¹ Copyright © 2013 John Wiley & Sons, Ltd. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Electric Literature of C12H18O3).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Electric Literature of C12H18O3

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Synthetic studies directed toward cembranolides. Synthesis of the basic nucleus of crassin acetate was written by Dauben, William G.;Saugier, R. Kent;Fleischhauer, Ilona. And the article was included in Journal of Organic Chemistry in 1985.SDS of cas: 37905-02-5 The following contents are mentioned in the article:

A stereospecific synthesis of the basic crassin acetate nucleus, erythro-1-(hydroxymethyl)-14-hydroxy-4,8,12-trimethylcyclotetradeca-(E,E,E)-3,7,11-triene, was achieved. Stereospecific syntheses of the 2 precursors to this ring system, (E,E)-3,7-dimethyl-9-(phenylthio)nona-3,7-dienal and (E)-2,8-bis(trimethylsiloxy)-2,7-dimethyloct-6-en-3-one were developed. Aldol condensation of these 2 compounds gave erythro-9-hydroxy-10-[1-oxo-2-methyl-2-(trimethylsiloxy)propyl]-1-(phenylthio)-14-(trimethylsiloxy)-3,7,13-trimethyltetradeca-(E,E,E)-2,6,12-triene, which was cyclized to the titled 14-membered ring system in several steps. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5SDS of cas: 37905-02-5).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.SDS of cas: 37905-02-5

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Stereocontrolled synthesis of vitamin A through a double elimination reaction. A novel convergent C₁₀ + C₁₀ route was written by Otera, Junzo;Misawa, Hiromitsu;Onishi, Takashi;Suzuki, Shigeaki;Fujita, Yoshiji. And the article was included in Journal of Organic Chemistry in 1986.Safety of (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate The following contents are mentioned in the article:

The first convergent C₁₀ + C₁₀ route for vitamin A has been developed. The double elimination reaction of β-alkoxy I (R = tetrahydropyranyl, 4-methyltetrahydropyranyl, MeCHOEt, CH₂OMe) or δ-halo sulfones II (R¹ = Cl, Br) proceeds with excellent stereocontrol to afford the all-trans or 13-cis isomers of 90-95% purity. The double elimination reaction of I is initiated by deprotonation of an allylic hydrogen whereas the reaction II proceeds through the Michael addition of KOMe. Nevertheless, formation of the reactive intermediate III under mild conditions is crucial to achieving a smooth double elimination reaction in both cases. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Safety of (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Safety of (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Facile functionalization of the isopropylidene terminus of acyclic monoterpenes by way of benzenesulfenyl chloride addition was written by Masaki, Yukio;Hashimoto, Kinji;Kaji, Kenji. And the article was included in Tetrahedron in 1984.Related Products of 37905-02-5 The following contents are mentioned in the article:

Addition reaction of RCH₂CH:CMe₂ [R = H, PhCH₂O, CH₂:CHCMe(OAc)CH₂, 2,2-(methylenedioxy)propyl, etc.] with PhSCl gave the corresponding isomeric products RCH₂CH(SPh)CMe₂Cl and RCH₂CHClCMe₂SPh. Hydrolysis in the presence of silica gel, dehydrochlorination under neutral or weakly basic conditions, or dehydrochlorination under strongly basic conditions gave the hydroxy sulfides RCH₂CH(SPh)CMe₂OH, methallylic sulfides RCH₂CH(SPh)CMe:CH₂ (I), or vinyl sulfides RCH₂C(SPh):CMe₂, resp. I were converted to terminal trans-allylic alcs. RCH₂CH:CMeCH₂OH. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Related Products of 37905-02-5).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Related Products of 37905-02-5

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zwitterionic sulfobetaine inhibitors of squalene synthase was written by Spencer, Thomas A.;Onofrey, Thomas J.;Cann, Reginald O.;Russel, Jonathon S.;Lee, Laura E.;Blanchard, Daniel E.;Castro, Alfredo;Gu, Peide;Jiang, Guojian;Shechter, Ishaiahu. And the article was included in Journal of Organic Chemistry in 1999.COA of Formula: C12H18O3 The following contents are mentioned in the article:

A number of sulfobetaines were synthesized and evaluated as inhibitors of squalene synthase (SS) on the basis of the idea that their zwitterionic structure would have properties conducive both to binding in the active site and to passage through cell membranes. When the simple sulfobetaine moiety is incorporated into compounds containing hydrophobic portions like those in farnesyl diphosphate or presqualene diphosphate, inhibition of SS in a rat liver microsomal assay was indeed observed A wide variety of structural modifications was investigated. Unfortunately, no inhibitors in the submicromolar range were discovered, and exploration of a different type of zwitterion seems necessary if this appealing approach to inhibition of SS is going to provide a potential antihypercholesterolemic agent. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5COA of Formula: C12H18O3).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.COA of Formula: C12H18O3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthesis and Activity of Fluorescent Isoprenoid Pyrophosphate Analogues was written by Kim, MeeKyoung;Kleckley, Troy S.;Wiemer, Andrew J.;Holstein, Sarah A.;Hohl, Raymond J.;Wiemer, David F.. And the article was included in Journal of Organic Chemistry in 2004.Application In Synthesis of (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate The following contents are mentioned in the article:

New fluorescent analogs of farnesol and geranylgeraniol were prepared and then converted to the corresponding pyrophosphates. These analogs incorporate anthranylate or dansyl-like groups anchored to the terpenoid skeleton through amine bonds that would be expected to be relatively stable to metabolism After addition of the alcs. or the pyrophosphates to the culture medium, their fluorescence is readily observed inside a human-derived leukemia cell line. Enzyme assays have revealed that the farnesyl pyrophosphate analog is an inhibitor of FTase, while the corresponding alc. is not. These results, together with Western blot analyses of cell lysates, indicate that the farnesyl pyrophosphate analog penetrates the cells as an intact pyrophosphate and that it does so at a biol. relevant concentration This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Application In Synthesis of (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Application In Synthesis of (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Enantiospecific synthesis of a novel rearranged eunicellane diterpenoid by SmI₂-mediated cyclization was written by Schoettner, Elisabeth;Jones, Peter G.;Lindel, Thomas. And the article was included in Synthesis in 2009.Reference of 37905-02-5 The following contents are mentioned in the article:

Aiming at the assembly of marine-derived diterpenoids, the synthesis and cyclization of α-geranylated carvones was investigated. 3-Hydroxyalkylation of side-chain hydrogenated carvone with geraniol-derived aldehydes gave access to diterpenoid allyl phosphates, e.g. I. It was shown that retro-aldol fragmentation of ring-hydrogenated 3-(hydroxyalkyl)carvones is surprisingly facile, because the preferred conformation resembles a Zimmerman-Traxler type transition-state. The hitherto unknown rearranged eunicellane skeleton II can be obtained in one step by treatment of the α,β-unsaturated diterpenoid I with samarium diiodide generated in situ in THF. NOESY-based structure anal. revealed the presence of an ansa bridge across a twist-boat six-membered ring. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Reference of 37905-02-5).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Reference of 37905-02-5

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Purification and characterization of an acyclic monoterpene primary alcohol:NADP⁺ oxidoreductase from catmint (Nepeta racemosa) was written by Hallahan, David L.;West, Jevon M.;Wallsgrove, Roger M.;Smiley, Diane W. M.;Dawson, Glenn W.;Pickett, John A.;Hamilton, James G. C.. And the article was included in Archives of Biochemistry and Biophysics in 1995.Recommanded Product: 37905-02-5 The following contents are mentioned in the article:

A soluble monoterpene primary alc.:NADP⁺ oxidoreductase has been purified to apparent homogeneity from leaves of the catmint, Nepeta racemosa. The purified enzyme consisted of two polypeptides, with mol. masses of 42,000 and 40,000 Da, and contained zinc ions. A number of monoterpene alcs. (geraniol, nerol, citronellol, and their hydroxylated derivatives) were substrates, but the enzyme was inactive toward ethanol. The enzyme required NADP(H) as cofactor, with NAD(H) being ineffective. Gas chromatog. and coupled mass spectrometric anal. of the reaction products showed that 10-hydroxygeraniol and 10-hydroxynerol were oxidized by the enzyme in the presence of NADP⁺, at both C-1 and C-10. These results are consistent with a role for this enzyme in the biosynthesis of iridoid monoterpenes. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Recommanded Product: 37905-02-5).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Recommanded Product: 37905-02-5

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Regio- and stereoselective oxidation of gem-dimethyl olefins via [2,3]-sigmatropic rearrangement of allyl amine oxides was written by Inoue, Seiichi;Iwase, Norimichi;Miyamoto, Osamu;Sato, Kikumasa. And the article was included in Chemistry Letters in 1986.Recommanded Product: (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate The following contents are mentioned in the article:

Highly regio- and stereoselective oxidation sequences are described for the efficient conversion of the gem-di-Me alkene terminus of acyclic terpenes to terminal trans-allylic alcs. and trans-α,β-unsaturated aldehydes. Thus, chlorination of CH₂:CMeCH₂R (R = CH₂CMe:CHCH₂OCH₂Ph) by Ca(OCl)₂ in CH₂Cl₂-H₂O containing dry ice, followed by amination with Me₂NH, gave CH₂:CMeCH(NMe₂)R, which underwent oxidation with AcOOH to give the N-oxide; this, when treated with Zn in aqueous AcOH, gave quant. HOCH₂CMe:CHCH₂R. Treating the N-oxide with R¹X (R¹ = Me, allyl) in refluxing CHCl₃ gave quant. RCH₂CH:CMeCHO. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Recommanded Product: (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Recommanded Product: (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics