Category: 617-55-0

Zhao, Ning; Zhou, Peng; Berova, Nina; Nakanishi, Koji published the artcile< Combined synthetic/CD strategy for the preparation and configurational assignments of model acyclic 1,3-polyols with a 1,2-diol terminal>, Category: esters-buliding-blocks, the main research area is CD spectra library configuration alditol; alditol preparation mol structure configuration.

Acyclic 1,3-polyols or skipped polyols are widely distributed in nature. Particularly skipped 1,3-polyols with a terminal 1,2-diol group are present in numerous antifungal polyene macrolides in various masked forms.’. Although over 200 polyene macrolides are known, the planar structures of only about 40 have been determined, while those for which the full stereochem. has been elucidated is less than ten. No simple method exists for configurational assignments of the 1,3-polyols moieties; moreover, this class of compounds are difficult to crystallize. In order to develop a general chiroptical method for structure determination of acyclic 1,3-polyols, we have combined a divergent synthetic approach with CD to prepare all possible stereoisomers of 1,2,4-triols, 1,2,4,6-tetrols and 1,2,4,6,8-pentols. The current set of reference polyols should be useful for setting up reference CD libraries and for model studies leading to a general method for configurational assignment of acyclic polyols. This strategy can be used to synthesize further extended members of acrylic 1,3-polyols and mixed 1,2/1,3-polyols which can be used for structural investigations of polyene macrolides and related compounds

Chirality published new progress about Alditols Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Category: esters-buliding-blocks.

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

Izquierdo, Isidoro; Plaza, Maria T.; Robles, Rafael; Mota, Antonio published the artcile< Synthesis of 4-octuloses. Part IV. Synthesis of 2-deoxy-4-octulose derivatives by highly diastereoselective alkylations of protected hexuloses>, COA of Formula: C6H10O5, the main research area is arabinohexosulopyranose xylohexosulofuranose Reformatskii reaction bromoacetate; deoxyoctulose preparation stereoselective alkylation.

Reformatskii reaction of 2,3:4,5-di-O-isopropylidene-β-D-arabino-hexos-2-ulopyranose with Me bromoacetate proceeded with high diastereoselectivity to give Me 2-deoxy-4,5:6,7-di-O-isopropylidene-β-D-manno-oct-4-ulo-4,8-pyranosonate and its -D-gluco isomer, in an ≈ 10:1 ratio. Configurations of the new stereogenic centers (C-3) were determined by reduction of their ester groups to the related 2-deoxy-4,5:6,7-di-O-isopropylidene-β-D-manno- and -D-gluco-oct-4-ulo-4,8-pyranose. When alkylation at C-1 was carried out with 2-lithio tert-Bu acetate, the corresponding tert-Bu esters were formed in an ≈ 5.4:1 ratio. The stereochem. of the esters was established by their reductions On the other hand, reaction of 2,3:4,5-di-O-isopropylidene-β-D-arabino-hexos-2-ulopyranose with Me methoxycarbonylmethylenedimethylsulfurane gave only Me 2,3-anhydro-4,5:6,7-di-O-isopropylidene-β-D-glycero-D-galacto-oct-4-ulo-4,8-pyranosonate. Reformatskii reaction of 2,3:4,6-di-O-isopropylidene-α-L-xylo-hexos-2-ulofuranose with Me bromoacetate proceeded with moderate diastereoselectivity to give Me 2-deoxy-4,5:6,8-di-O-isopropylidene-α-L-gulo-oct-4-ulo-4,7-furanosonate and its -L-ido isomer, in an ≈ 3.5:1 ratio. Configuration of the new stereogenic center (C-3) was determined by degradation to the known di-Me D-methoxymalate.

Tetrahedron: Asymmetry published new progress about Alkylation, stereoselective. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, COA of Formula: C6H10O5.

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

Tayone, Wilanfranco Caballero; Shindo, Saori; Murakami, Takanori; Hashimoto, Masaru; Tanaka, Kazuaki; Takada, Noboru published the artcile< Absolute stereochemistry and conformational analysis of achaetolide isolated from Ophiobolus sp.>, COA of Formula: C6H10O5, the main research area is Ophiobolus achaetolide absolute stereochem conformation analysis isolation.

Achaetolide (I), as reported by Bodo et al. in 1983, was isolated from a fermentation broth of Ophiobolus sp. We established the absolute stereochem. of achaetolide to be 3S,6R,7S,9R by way of relative stereochem. assignment with 1H NMR analyses employing the corresponding acetonide, determination of C3 and C9 stereochemistries by an extended Mosher method.

Tetrahedron published new progress about Absolute configuration. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, COA of Formula: C6H10O5.

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

Park, Su Ho; Yoon, Hee Kyoon; Lee, Hyo Won published the artcile< Metal-mediated diastereoselective allylation reaction of chiral α,β-epoxy aldehyde. Part 2>, Safety of (S)-Dimethyl 2-hydroxysuccinate, the main research area is homoallylic alc chiral preparation zinc epoxy aldehyde allylation.

A general method for a metal-promoted stereoselective allylation of chiral epoxy aldehydes using methallyl bromide is reported here. The asym. synthesis of chiral 3-[(2S)-3-[(1,1-Dimethylethyl)dimethylsilyl]oxy]-2-[(4-methoxyphenyl)methoxy]-2-oxiranecarboxaldehyde using (S)-malic acid as starting material was achieved. A subsequent zinc-mediated allylation of this aldehyde provided a homoallylic alc. having anti-configuration as the major product.

Bulletin of the Korean Chemical Society published new progress about Alcohols, homoallylic Role: SPN (Synthetic Preparation), PREP (Preparation) (epoxy, chiral). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Safety of (S)-Dimethyl 2-hydroxysuccinate.

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

Sumiya, Tatsunobu; Ishigami, Ken; Watanabe, Hidenori published the artcile< Determination of the absolute configuration of nodulisporacid A by the concise synthesis of four stereoisomers via three-component reaction and one-pot construction of the framework>, Quality Control of 617-55-0, the main research area is malate diketene protected hydroxyaldehyde three component coupling; nodulisporacid A preparation absolute configuration.

Four stereoisomers of nodulisporacid A (I) were synthesized by the concise approach, which includes three-component reaction and subsequent one-pot construction of the whole framework. The 1H NMR comparison of amide derivatives revealed the absolute configuration of natural I to be 4R,4’R,6’R.

Tetrahedron Letters published new progress about Absolute configuration. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Quality Control of 617-55-0.

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

Pihko, Petri M.; Rissa, Terhi K.; Aksela, Reijo published the artcile< Enantiospecific synthesis of isomers of AES, a new environmentally friendly chelating agent>, Related Products of 617-55-0, the main research area is aspartic acid ethoxysuccinate hexasodium enantioselective synthesis biodegradable chelating agent; malic aspartic acid reductive amination saponification.

Three four-step enantiospecific syntheses of different diastereomers of aspartic acid ethoxysuccinate (AES), a new biodegradable chelating agent, are described. The stereocenters in each of the isomers are accessible from L- and D-malic and aspartic acids.

Tetrahedron published new progress about Amino acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Related Products of 617-55-0.

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

Howarth, Nicola M.; Wakelin, Laurence P. G.; Walker, David M. published the artcile< α-cycloPNA: 1-Aminocyclopentane-1-carboxylic Acid-Derived Peptide Nucleic Acid>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is aminocyclopentanecarboxylic peptide nucleic acid preparation conference; cyclopentanecarboxylic acid amino peptide nucleic acid preparation conference.

A conference report. All four diastereoisomers of 3-thymine-1-[(tert-butoxycarbonyl)amino]cyclopentane-1-carboxylic acid have been synthesized from (S)-di-Me malate and one of the thymine monomer diastereoisomers has been incorporated into an α-cycloPNA oligomer.

Nucleosides, Nucleotides & Nucleic Acids published new progress about Peptide nucleic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate.

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

Widmer, Ulrich published the artcile< A convenient benzylation procedure for β-hydroxy esters>, Formula: C6H10O5, the main research area is benzylation hydroxy ester; ether benzyl.

Benzylation of β-hydroxy esters, containing primary and secondary alc. functions, with benzyl 2,2,2-trichloroacetamidate (I) gives the corresponding benzyl ethers in good yield. In the case of chiral substrates non racemization is observed Treatment of Me(CH2)10CH(OH)CH2CO2Me with I in the presence of a catalytic amount of F3CSO3H gave 79% Me(CH2)10CH(OCH2Ph)CH2CO2Me. Among the 5 other compounds similarly prepared were MeO2CCH2CH(OCH2Ph)CO2Me and PhCH2OCH2CH(Me)CO2Me.

Synthesis published new progress about Benzylation. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.

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

Yao, Zhiyi; Zeng, Xin; Yi, Wei; Jiang, Sheng published the artcile< Stereoselective synthesis of (S,E)-2-(trimethylsilyl)ethyl 3-hydroxy-7-(tritylthio)hept-4-enoate>, Name: (S)-Dimethyl 2-hydroxysuccinate, the main research area is heptenoate tritylthio hydroxy trimethylsilylethyl preparation stereoselective.

(S,E)-2-(trimethylsilyl)ethyl 3-hydroxy-7-(tritylthio)hept-4-enoate was synthesized from com. available L-malic acid by the Julia-Kocienski olefination coupling method. This method provides a concise synthetic strategy for (S,E) -3-hydroxy-7-mercaptohept-4-enoic acid.

Letters in Organic Chemistry published new progress about Diastereoselective synthesis. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Name: (S)-Dimethyl 2-hydroxysuccinate.

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

Thomas, Eric J.; Williams, Andrew C. published the artcile< Development of a synthesis of lankacidins: stereoselective synthesis of the δ-lactone fragment>, Product Details of C6H10O5, the main research area is lankacidin delta lactone stereoselective preparation.

Electrophiles react at C(3) stereoselectivity on the less hindered face of the enolate derived from the 4-substituted azetidinone I to give products in which the new substituent is trans to the (tert-butyldimethylsilyloxymethyl) group at C(4). Aldol addition with 3-(tert-butyldimethylsilyloxy)propanal gave the alcs. II and III, ratio 80:20, which were separated as mixtures of C(1′). Oxidation, followed by exchange of protecting groups, gave the 3-(1′-oxopropyl)azetidinones which, on selective monodesilylation, were converged into the δ-lactones IV and V. The stereochem. of the major δ-lactone IV corresponds to that of the lankacidins at C(2) and C(3).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about 617-55-0. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Product Details of C6H10O5.

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