Category: 59524-07-1

On December 22, 1992, Berti, Federico; Ebert, Cynthia; Gardossi, Lucia published an article.Application of 59524-07-1 The title of the article was One-step stereospecific synthesis of α,β-dehydroamino acids and dehydropeptides. And the article contained the following:

Dehydroamino acids and dehydropeptides were prepared by a one-pot reaction of hydroxy amino acid derivatives employing (EtO)2POCl in the presence of NaH. The reaction is stereospecific and proceeds without racemization. Thus, dehydration of R-Thr-OMe (R = Z, Z-Ala; Z = PhCH2O2C) gave (Z)-RNHC(CO2Me):CHMe in 75-80% yields. The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Application of 59524-07-1

The Article related to dehydroamino acid peptide, hydroxy amino acid dehydration chlorophosphate, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.Application of 59524-07-1

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

Crossley, Maxwell J.; Stamford, Andrew W. published an article in 1993, the title of the article was Concise, stereocontrolled synthesis of the C4 epimers of anticapsin and bacilysin: revision of the configurations of the natural products.Formula: C18H17NO4 And the article contains the following content:

The structures of anticapsin and bacilysin were shown to be I (R = H, H-Ala) rather than the reported C4 epimers II (R = H, H-L-Ala, R1 = H) via concise, stereocontrolled syntheses of II. Thus, Diels-Alder reaction of dehydroalanine ZNHC(CO2CH2Ph):CH2 (Z = PhCH2O2C) with 1-trimethylsilyloxy-1,3-cyclohexadiene regiospecifically gave a mixture of bicyclooctene stereoisomers, which were epoxidized to give endo epoxides III. Desilylation of III and alkoxide-induced ring cleavage gave racemic II (R = Z, R1 = CH2Ph) and its C2 epimer, which were separated by fractional crystallization Coupling of racemic II (R = H, R1 = Me) with Z-L-Ala-OH, separation of diastereomeric dipeptides, and deprotection gave (+)-II (R = H-Ala, R1 = H). The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Formula: C18H17NO4

The Article related to mol structure anticapsin bacilysin, asym synthesis anticapsin bacilysin diastereomer, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.Formula: C18H17NO4

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

On September 30, 1994, Crossley, Maxwell J.; Stamford, Andrew W. published an article.Recommanded Product: Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate The title of the article was Studies directed towards the total synthesis of anticapsin and related compounds. II. Diels-Alder addition of N-acyl dehydroalanine esters to 1-trimethylsilyloxycyclohexa-1,3-diene. And the article contained the following:

In a study directed towards the total synthesis of anticapsin I and related compounds, the Diels-Alder addition of N-acyl dehydroalanine esters CH2:C(NHR1)CO2R2 [II; R1 = benzyloxycarbonyl (Cbz), Boc, CF3CO, R2 = benzyl (Bzl); R1 = Ac, R2 = Me] and dehydropeptide III to cyclohexa-1,3-diene IV was investigated. The cycloadditions were highly regioselective; the Diels-Alder reaction of II with IV gave bicyclo[2.2.2]oct-5-ene-2-carboxylate derivatives V and VI in moderate to good yields, whereas the Diels-Alder reaction of III with IV gave cycloadducts VII, VIII, IX and X. A modest stereoselectivity was observed in the reactions, with the endo-adducts favored over the exo-adducts by a ratio of 1.5-3.3:1. Adducts V (R1 = Cbz, Boc; R2 = Bzl) and underwent stereoselective epoxidation to the less hindered face of the olefinic double bond. Reaction of the resultant epoxides with TiCl4 afforded carbolactones, thereby allowing the assignment of endo stereochem. to adducts V (R1 = Cbz, Boc; R2 = Bzl). The stereochem. of the remaining adducts was assigned by the use of 1H NMR spectroscopy. The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Recommanded Product: Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

The Article related to diels alder cycloaddition acyl dehydroalanine cyclohexadiene, anticapsin total synthesis, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.Recommanded Product: Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

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

On July 31, 1992, Kessler, Horst; Wittmann, Valentin; Koeck, Matthias; Kottenhahn, Matthias published an article.Application In Synthesis of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate The title of the article was Synthesis of C-glycopeptides by radical addition of glycosyl bromides to dehydroalanine derivatives. And the article contained the following:

Radical addition of glycosyl bromides I (R1 = H, R2 = OAc, tetra-O-acetyl-β-D-galactopyranosyl; R1 = OAc, R2 = H) with urethane-protected dehydroalanine derivatives R3NHC(COR4):CH2 [R3 = 9-fluorenylmethoxycarbonyl (Fmoc), PhCH2O2C (Z), Me3CO2C (Boc), R4 = OCH2Ph; R3 = Fmoc, R4 = Phe-OCH2Ph, D-Phe-OCH2Ph; R3 = Z-Pro, R4 = Ala-OCH2Ph] in the presence of Bu3SnH and AIBN gave C-glycopeptides II as mixtures of stereoisomers at the amino acid chiral center. The stereochem. of the adducts was determined by conversion to lactone derivatives, e.g. III. The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Application In Synthesis of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

The Article related to radical addition glycosyl bromide dehydroalanine, stereochem addition glycosyl radical dehydroalanine, glycopeptide, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.Application In Synthesis of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

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

On November 17, 2016, Foreman, Kenneth W.; Nguyen, Hanh Nho; Ofori, Leslie Odame; Wanner, Jutta; Werner, Douglas S. published a patent.Application In Synthesis of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate The title of the patent was Preparation of silicon based drug conjugates and therapeutic uses thereof. And the patent contained the following:

Described herein are silicon based conjugates capable of delivering one or more pay load moieties to a target cell or tissue. Contemplated conjugates may include a silicon-heteroatom core, one or more optional catalytic moieties, a targeting moiety that permits accumulation of the conjugate within a target cell or tissue, one or more pay load moieties (e.g., a therapeutic agent or imaging agent), and two or more non-interfering moieties covalently bound to the silicon-heteroatom core. The silicon based conjugates of formula I [wherein L is a targeting moiety; RP is P, H, or R5; P is a payload moiety or cassette; R5 is independently at each occurrence H, OH, C1-6 alkyl, etc.; Y independently at each occurrence is -LL-G-LL-; LL independently at each occurrence is bond or substituted C1-20 alkylene; G independently at each occurrence is optional catalytic moieties selected from -heteroaryl, -O-heteroaryl, Ph, etc.; R1, R2, R3, and R4 are independently at each occurrence OH, α- or β-amino acid, heterocyclyl, etc.] or pharmaceutically acceptable salt, cocrystal, stereoisomer, metabolite, tautomer, solvate, or hydrate thereof, are claimed and exemplified. Folate receptor targeting conjugate II comprised of two different fluorescent dyes, BODIPY and rhodamine, was prepared from a multistep procedure (preparation given) and used in an imaging study demonstrating endocytosis and Si-O bond cleavage. The study revealed intact II was bound to the surface of folate receptor α expressing KB cells at t = 0 min. At t = 30 min endocytosis of II inside the endosomes was detected and cleavage of the siloxane core was visualized by color separation of the two fluorescent dyes. The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Application In Synthesis of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

The Article related to silicon drug conjugate preparation targeted payload delivery therapeutic, folate receptor targeting conjugate endocytosis hydrolysis fluorescent imaging, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.Application In Synthesis of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

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

On September 7, 2000, Davies, John S.; Enjalbal, Christine; Nguyen, Corrine; Al-Jamri, Loai; Naumer, Christian published an article.Quality Control of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate The title of the article was The synthesis and properties of Gla- and Phe-containing analogs of cyclic RGD pentapeptides. And the article contained the following:

Cyclopentapeptides containing the Arg-Gly-Asp (RGD) motif have been synthesized using solid-phase assembly of side-chain-protected linear precursors, followed by solution-phase cyclization. The replacement of the Asp residue by γ-carboxyglutamic acid (Gla) is a novel feature which gives rise to an analog which inhibits cell adhesion, yet its congeners do not show activity in binding assays with recombinant integrin receptors. NMR techniques support a β/γ-turn conformation in most of the analogs. The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Quality Control of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

The Article related to rgd cyclopentapeptide analog carboxyglutamate containing synthesis conformation, cell adhesion assay carboxyglutamate containing cyclopentapeptide analog rgd, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.Quality Control of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

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

On October 15, 2007, Ramesh, Ramapanicker; De, Kavita; Chandrasekaran, Srinivasan published an article.SDS of cas: 59524-07-1 The title of the article was An efficient synthesis of dehydroamino acids and dehydropeptides from O-Cbz and O-Eoc derivatives of serine and threonine. And the article contained the following:

A simple and efficient method for the synthesis of dehydroamino acids from serine and threonine is reported. Various O-Cbz and O-Eoc derivatives of serine and threonine are prepared using CbzCl (PhCH2OCOCl) and EocCl (EtOCOCl) , resp., and are subjected to an anti-selective elimination on treatment with K2CO3 in DMF at 65° to afford dehydroalanine and dehydroaminobutyric acid derivatives, resp., in excellent yields. The high stability of these carbonate derivatives of serine and threonine allows their use in normal peptide synthesis as protected serine and threonine residues. Peptides synthesized by incorporating O-Cbz or O-Eoc derivatives undergo ready elimination under the reported conditions, to give the corresponding dehydropeptides in excellent yields. The reaction conditions are mild enough not to cause the racemization of other stereogenic centers present in the peptide. The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).SDS of cas: 59524-07-1

The Article related to dehydroamino acid preparation cbz eoc protected serine threonine, dehydropeptide preparation cbz eoc protected serine threonine, anti beta elimination reaction cbz eoc protected serine threonine and other aspects.SDS of cas: 59524-07-1

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

On January 31, 2019, Bolek, Sylwia; Ignatowska, Jolanta published an article.Reference of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate The title of the article was Ring opening reactions of cyclic sulfamidates. Synthesis of β-fluoroaryl alanines and derivatives of 4,4-difluoroglutamic acid. And the article contained the following:

Ring opening reactions of (I) (R1 = Boc, Cbz, Fmoc, trityl, R2 = Et; R1 = Cbz, R2 = Bn; Boc = tert-butoxycarbonyl, Cbz = benzyloxycarbonyl, Fmoc = 9-fluorenylmethoxycarbony, Trityl = CPh3) with copper complex formed between Cu, TMEDA and BrCF2CO2Et lead to optically active 4,4-difluoroglutamic acid derivatives (II) (R1 and R2 as above) in moderate yields. Reaction of cyclic sulfamidates I with fluoro substituted arylmagnesium chlorides proceed via copper catalyzed 1,4-addition of Grignard reagent to dehydroalanine (III), formed in situ. Fluorinated organozinc derivatives were unreactive towards I regardless of the reaction conditions; instead product of reaction of I with DMF was isolated. The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Reference of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

The Article related to fluoroaryl alanine synthesis, difluoroglutamic acid synthesis, cyclic sulfamidate ring opening reaction mechanism copper complex catalyst, addition grignard reagent dehydroalanine copper catalyst and other aspects.Reference of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

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

On June 30, 1999, Stohlmeyer, Michelle M.; Tanaka, Hiroko; Wandless, Thomas J. published an article.Computed Properties of 59524-07-1 The title of the article was A Stereospecific elimination to form dehydroamino acids: synthesis of the phomopsin tripeptide side chain. And the article contained the following:

The authors have developed an efficient and stereospecific method to synthesize trisubstituted and tetrasubstituted α,β-dehydroamino acids from β-hydroxyamino acid derivatives For example, β-hydroxyamino acid I is reacted with SOCl2 in CH2Cl2 to give the sulfamidite II in 100% yield; next, DBU is added to II in CH2Cl2 to give the cis-dehydroamino acid III in 91% yield. The tripeptide side chain of phomopsin was synthesized using this method. The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Computed Properties of 59524-07-1

The Article related to amino acid dehydro synthesis hydroxyamino acid precursor, sulfamidite intermediate preparation hydroxyamino acid reaction thionyl chloride, elimination stereospecific dbu reaction sulfamidite key step, phomopsin tripeptide side chain synthesis and other aspects.Computed Properties of 59524-07-1

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

On August 8, 1996, Patel, Dinesh V.; Gordeev, Mikhail F.; Gordon, Eric; Grove, J. Russell; Hart, Charles P.; Kim, Moon H.; Szardenings, Anna Katrin published a patent.Related Products of 59524-07-1 The title of the patent was Preparation of peptides and compounds that bind to SH2 (src homology region 2) domains of proteins and methods for their identification. And the patent contained the following:

SH2-binding peptides comprising a core sequence of amino acids Z7XZ8X (X = a member independently selected from the group consisting of the 20 genetically coded L-amino acids and the stereoisomeric D-amino acids; Z7 = phosphotyrosine or an isostere thereof; Z8 = asparagine or an isostere thereof; the amino acid terminus is acylated; the peptide is less than 14 amino acids; provided that if Z7 is phosphotyrosine and Z8 is asparagine, then the peptide is not GDGZ7XZ8XPLL), which bind to the SH2 domain or domains of various proteins, are prepared These peptides and compounds have application as agonists and antagonists of SH2 domain containing proteins, and as diagnostic or. A library of peptides bound to a solid support, useful for identifying ligands capable of binding to SH2 domains, is also prepared therapeutic agents for the diagnosis or treatment of disease conditions. A method for identifying an SH2-binding peptide comprises contacting the resp. members of a library with an SH2 domain containing protein or SH2 domain fragment and identifying SH2-binding peptides on the basis of a binding affinity of ≤1 × 10-4 M. In particular, a method for treating a disease associated with aberrant cell growth, differentiation, or regulation which is associated with defects in receptor tyrosine kinase pathways comprises administering to a patient above peptide in an amount sufficient to partially block or inhibit a cellular signal transduction pathway. Said disease is selected from cancer, developmental and differentiation disease, and insulin-resistant (or non-insulin dependent) diabetes. Thus, a phosphotyrosine-containing peptide library on a solid support with the general sequence A-pY-X1-X2-X3-S-V (pY = phosphotyrosine residue, X1 – X3 = Ala, Arg, Asn, Asp, Glu, Gln, Gly, His, Ile, Leu, Lys, Met, Phe, Pro, Ser, Thr, Val, Tyr, Trp, Vvl, Nle, etc.) representing 17,576 peptides was prepared and one of the library sequence (ApYLNESV) showed greater affinity for the SH2 domain than did the pos. control sequence (ApYINQSV, residue from the SH2-binding domain of human EGF) (4.5 μM vs. 12 μM). The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Related Products of 59524-07-1

The Article related to peptide preparation affinity sh2 domain, combinatorial library peptide, agonist antagonist sh2 domain, cancer diagnosis treatment peptide, developmental disease diagnosis treatment peptide, differentiation disease diagnosis treatment peptide, phosphotyrosine containing peptide preparation and other aspects.Related Products of 59524-07-1

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