Category: 2873-29-2

On October 2, 2020, Balijepalli, Anant S.; McNeely, James H.; Hamoud, Aladin; Grinstaff, Mark W. published an article.Quality Control of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Guidelines for β-Lactam Synthesis: Glycal Protecting Groups Dictate Stereoelectronics and [2+2] Cycloaddition Kinetics. And the article contained the following:

The alkene-isocyanate cycloaddition method affords β-lactams from glycals with high regio- and stereoselectivity, but the factors that determine substrate reactivity are poorly understood. Thus, we synthesized a library of 17 electron-rich alkenes (glycals) with varied protecting groups to systematically elucidate the factors that influence their reactivity toward the electron-poor trichloroacetyl isocyanate. The exptl. determined reaction rates exponentially correlate with the computationally determined HOMO-LUMO (HOMO-LUMO) gap and natural bond orbital (NBO) valence energies. The electron-withdrawing ability of the protecting groups, but not bulk, impacts the electron d. of the glycal allyloxocarbenium system when oriented pseudo-axially (i.e., stereoelectronics). In this conformation, ring σC-O* orbitals oriented antiperiplanar to the allyloxocarbenium system decrease glycal reactivity via neg. hyperconjugation as protecting group electron withdrawal increases. Transition-state calculations reveal that protecting group stereoelectronics direct the reaction to proceed via an asynchronous one-step mechanism through a zwitterionic species. The combined exptl. and computational findings, along with exptl. validation on an unknown glycal, provide insight on the reaction mechanism and the role of distant protecting groups in glycal reactivity. Together, these studies will aid in the synthesis of new β-lactam antibiotics, β-lactamase inhibitors, and bicyclic carbohydrate-β-lactam monomers prepared by the alkene-isocyanate method. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Quality Control of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to glycal isocyanate cycloaddition kinetics protecting group effect beta lactam, Physical Organic Chemistry: Ring Formation, Cleavage, Enlargement, and Contraction and other aspects.Quality Control of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On November 20, 2020, Greis, Kim; Kirschbaum, Carla; Leichnitz, Sabrina; Gewinner, Sandy; Schoellkopf, Wieland; von Helden, Gert; Meijer, Gerard; Seeberger, Peter H.; Pagel, Kevin published an article.SDS of cas: 2873-29-2 The title of the article was Direct Experimental Characterization of the Ferrier Glycosyl Cation in the Gas Phase. And the article contained the following:

The Ferrier rearrangement reaction is crucial for the synthesis of pharmaceuticals. Although its mechanism was described more than 50 years ago, the structure of the intermediate remains elusive. Two structures have been proposed for this Ferrier glycosyl cation: a 1,2-unsaturated cation that is resonance-stabilized within the pyranose ring or a cation that is stabilized by the anchimeric assistance of a neighboring acetyl group. Using a combination of gas-phase cryogenic IR spectroscopy in helium nanodroplets and first-principles d. functional theory, we provide the first direct structural characterization of Ferrier cations. The data show that both acetylated glucal and galactal lead to glycosyl cations of the dioxolenium type. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).SDS of cas: 2873-29-2

The Article related to ferrier glycosyl cation gas phase structure exptl characterization, Physical Organic Chemistry: Degradation Reactions, Including Mass Spectral Fragmentation and other aspects.SDS of cas: 2873-29-2

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Gharpure, Santosh J.; Nanda, Santosh K.; Fartade, Dipak J. published an article in 2019, the title of the article was Expeditious diastereoselective synthesis of medium ring heterocycle-fused chromenes via tandem 8/9-endo-dig and 8-exo-dig hydroalkoxylation-formal-[4+2] cycloaddition.Recommanded Product: 2873-29-2 And the article contains the following content:

The first examples of highly diastereoselective tandem 8/9-endo-dig and 8-exo-dig hydroalkoxylation-formal-[4+2] cycloaddition are described for the synthesis of medium ring heterocycle-fused chromenes. TMS-alkynols preferred the exo-dig mode of hydroalkoxylation over the endo-dig mode leading to spiro-cyclic chromenes. The method could be used for the synthesis of linearly-fused ladder-like polyethers. A thia-heterocycle-fused chromene could be transformed into a complex bridged tricyclic ketal by a tandem carbene-insertion-[2,3]-sigmatropic shift. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Recommanded Product: 2873-29-2

The Article related to heterocycle fused chromene preparation diastereoselective, alkynol benzaldehyde hydroalkoxylation cycloaddition cascade, Heterocyclic Compounds (More Than One Hetero Atom): Eight- and Higher-Membered Rings and other aspects.Recommanded Product: 2873-29-2

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

Srinivas, Avula; Rao, Enugala Kalyan published an article in 2021, the title of the article was Synthesis and anticancer activity of triazole linked macrocycles and heterocycles.Category: esters-buliding-blocks And the article contains the following content:

Synthesis of macrocylic enones starting from alkyl ether and triazole as a linker was achieved using click reaction and intramol. aldol condensation. The newly synthesized macrocyclic enone was successfully utilized as a dipolarophile in 1,3-dipolar cycloaddition The dipoles generated from hydrazine hydrochloride, hydroxylamine and guanidine hydrochloride were reacted with macrocyclic enone to give a new class of spiro aminopyrimidines, Ph pyrazoles and isoxazoles grafted macrocycles in good yield. The structures of newly synthesized compounds were confirmed with IR, NMR and mass spectroscopy and evaluated for their anti cancer activity. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Category: esters-buliding-blocks

The Article related to triazole linked macrocycle spiro aminopyrimidine phenyl pyrazole isoxazole anticancer, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Category: esters-buliding-blocks

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

On January 31, 2022, Gomez Bouzo, Uxia; Sanchez-Sanz, Irene; Gonzalez, Maria; Gomez, Generosa; Fall, Yagamare published an article.Computed Properties of 2873-29-2 The title of the article was First total synthesis of 7-thia-(-)-muricatacin. And the article contained the following:

A straightforward synthesis of 7-thia-(-)-muricatacin I has been achieved from a com. available starting material and using the furan approach, hence enlarging the scope of methodol. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Computed Properties of 2873-29-2

The Article related to thia muricatacin preparation total synthesis, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Computed Properties of 2873-29-2

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

On June 23, 2021, Nicolaou, K. C.; Pan, Saiyong; Shelke, Yogesh; Das, Dipendu; Ye, Qiuji; Lu, Yong; Sau, Susanta; Bao, Ruiyang; Rigol, Stephan published an article.Formula: C12H16O7 The title of the article was A Reverse Approach to the Total Synthesis of Halichondrin B. And the article contained the following:

A new strategy is described for the total synthesis of halichondrin B featuring reversal of the sequential construction of a number of its cyclic ethers from the classical approach by instead forming C-O bonds first followed by C-C bond formation. Employing the Nicholas reaction to generate linear ethers as precursors for the total synthesis of halichondrin B and other members of the halichondrin and eribulin families of compounds, this novel approach provides new opportunities for the development of improved syntheses of these complex and valuable compounds In this Article, we report the syntheses of defined fragments I (I), MN (II), EFG (III), and A (IV). Fragments I and MN were then coupled and elaborated to advanced intermediate IJKLMN, which was joined with fragment EFG to afford, after appropriate elaboration and macrolactonization, the more advanced polycyclic intermediate EFGHIJKLMN. Elaboration of the latter and coupling with fragment A followed by further functionalization completed the total synthesis of halichondrin B through a short and convergent pathway. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Formula: C12H16O7

The Article related to diastereoselective horner wadsworth emmons nozaki hiyama kishi nicholas etherification, halichondrin b total synthesis, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Formula: C12H16O7

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

On June 17, 2022, Romiti, Filippo; Decultot, Ludovic; Clark, J. Stephen published an article.Electric Literature of 2873-29-2 The title of the article was Convergent Synthesis of the C1-C29 Framework of Amphidinolide F. And the article contained the following:

The complete carbon framework of the macrocyclic marine natural product amphidinolide F has been prepared by a convergent synthetic route in which three fragments of similar size and complexity have been coupled. Key features of the syntheses of the fragments include the stereoselective construction of the THF in the C1-C9 fragment by oxonium ylide (free or metal-bound) formation and rearrangement triggered by the direct generation of a rhodium carbenoid from 1-sulfonyl-1,2,3-triazole, the highly diastereoselective aldol reaction between a boron enolate and an aldehyde with 1,4-control to prepare the C10-C17 fragment, and the formation of the THF in the C18-C29 fragment by intramol. nucleophilic ring opening of an epoxide with a hydroxyl group under acidic conditions. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Electric Literature of 2873-29-2

The Article related to diastereoselective aldol rearrangement nucleophilic ring opening evans tishchenko, amphidinolide f framework synthesis, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Electric Literature of 2873-29-2

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

On May 1, 2020, Popadynec, Michael; Gibbard, Helen; Clark, J. Stephen published an article.Related Products of 2873-29-2 The title of the article was Bidirectional Synthesis of the IJK Fragment of Ciguatoxin CTX3C by Sequential Double Ring-Closing Metathesis and Tsuji-Trost Allylation. And the article contained the following:

A novel four-step bidirectional strategy has been used to synthesize the IJK fragment (I) of the marine polyether natural product CTX3C from a simple monocyclic precursor in a concise and efficient manner. The four-step bidirectional sequence involves ring-closing metathesis, alc. oxidation, enol carbonate formation, and palladium-mediated Tsuji-Trost allylation. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Related Products of 2873-29-2

The Article related to ring closing metathesis oxidation palladium tsuji trost allylation diastereoselective, ciguatoxin ijk fragment stereoselective preparation, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Related Products of 2873-29-2

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

On December 26, 2019, Kotammagari, Tharun K.; Paul, Sayantan; Bhattacharya, Asish K. published an article.Computed Properties of 2873-29-2 The title of the article was Unusual Epimerization in Styryllactones: Synthesis of (-)-5-Hydroxygoniothalamin, (-)-5-Acetylgoniothalamin, and O-TBS-Goniopypyrone. And the article contained the following:

(-)-5-Hydroxygoniothalamin (I, R = H), (-)-5-acetylgoniothalamin I (R = COMe), and (+)-5-hydroxygoniothalamin (II), isolated from the Goniothalamus genus, are synthesized from triacetyl-O-D-glucal by employing the Ferrier reaction, Mitsunobu reaction, and Jones oxidation as key steps. The synthetic procedure also yields the epimers of (-)-5-hydroxygoniothalamin and (+)-5-hydroxygoniothalamin employing acid-mediated transition-metal-free epimerization at C-5 of styryllactones. Further studies reveal that the epimerization is facilitated by the Ph group present on the styryllactones. Also, depending on the dihydroxylation reaction conditions, various analogs of saturated styryllactones are synthesized utilizing oxa-Michael reaction conditions. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Computed Properties of 2873-29-2

The Article related to hydroxygoniothalamin synthesis epimerization styryllactone, ferrier reaction mitsunobu epimerization jones oxidation hydroxygoniothalamin acetylgoniothalamin synthesis, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Computed Properties of 2873-29-2

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

Bhardwaj, Monika; Rasool, Bisma; Mukherjee, Debaraj published an article in 2022, the title of the article was Ni-catalyzed domino transformation of enopyranoses and 2-iodo phenols/anilines to pyrano cis fused dihydro-benzofurans/indoles.Name: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate And the article contains the following content:

A Ni-catalyzed direct access to various pyrano cis-fused dihydro benzofurans and indoles, e.g. I (R1 = MeCO, PhCO; X = O, R2 = H, Me, t-Bu; X = NH, R2 = H), from unsaturated enopyranoses, e.g. II, and o-iodo phenols/anilines, e.g. III, is developed. The domino synthesis of pyrano C2-C1 and C3-C2 cis-fused heteroarynes was achieved both from glycals and pseudo glycals, in which heteroatoms are linked at C2 and C3 positions, resp., with excellent chemo-selectivity. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Name: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to pyrano cis fused dihydro benzofuran indole preparation stereoselective chemoselective, enopyranose iodo phenol aniline nickel catalyst domino heterocyclization, Heterocyclic Compounds (More Than One Hetero Atom): Fused-Ring Systems With Two Or More Hetero Atoms, No More Than One Hetero Atom Per Ring and other aspects.Name: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

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