Category: 617-55-0

Kamal, Ahmed; Venkat Reddy, Papagari; Prabhakar, Singaraboina; Suresh, Paidakula published the artcile< Stereoselective total synthesis of simplactone A>, Formula: C6H10O5, the main research area is simplactone stereoselective total synthesis.

The efficient and simple stereoselective approach toward the total synthesis of simplactone A is described. The key features of this synthetic strategy include stereoselective C-ethylation, selective triol protection, and Wittig olefination for the formation of the six-membered ring.

Tetrahedron: Asymmetry published new progress about Ethylation (C-, stereoselective). 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

Santaniello, Enzo; Ferraboschi, Patrizia; Grisenti, Paride; Aragozzini, Fabrizio; Maconi, Elisabetta published the artcile< A biocatalytic approach to the enantioselective synthesis of (R)- and (S)-malic acid>, Application In Synthesis of 617-55-0, the main research area is malate stereoisomer; malic acid stereoisomer; oxalacetate stereoselective enzymic reduction yeast; microbial reduction stereoselective oxalacetate; resolution enzymic malate esterase; chymotrypsin enzymic resolution malate.

(S)-EtO2CCH(OH)CH2CO2Et [(S)-I] was prepared (70-80% yield; >98% optical purity) by an enantioselective reduction of EtO2CC(ONa):CHCO2Et (II) by fermenting baker’s yeast. Other microorganisms were tested, most of them afforded 8-94% enantiomeric excess (S)-I. (R)-MeO2CCH(OH)CH2CO2Me [(R)-III] was obtained from racemic III by hydrolysis with pig liver esterase, the highest enantiomeric excess (93%) being realized at 0° in 20% aqueous MeOH. Enzymic hydrolyses of protected malates did not lead to improvement of the enantiomer excess.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Enzymic reduction, stereoselective. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Application In Synthesis of 617-55-0.

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

Seki, Masahiko; Kondo, Kazuhiko published the artcile< A facile synthesis of (S)-4-hydroxypyrrolidin-2-one from (S)-malic acid>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is hydroxypyrrolidinone preparation; pyrrolidinone hydroxy preparation.

The chiral diol (S)-HOCH2CHOHCH2CO2Me obtained from (S)-malate was subjected to regioselective tosylation to give the terminal tosylate in good yield. Subsequent treatment with aqueous NH3 afforded (S)-4-hydroxypyrrolidin-2-one through 3 steps in 32% overall yield.

Synthesis published new progress about 617-55-0. 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

Yang, Rong; Gu, Guozhang; Tang, Chen; Miao, Zhicheng; Cao, Hongwei; Zou, Guoxiang; Li, Jinchun published the artcile< Super-tough and flame-retardant poly(lactic acid) materials using a phosphorus-containing malic acid-based copolyester by reactive blending>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is fireproofing polylactic phosphorus malic polyester reactive blending.

It is a great challenge to simultaneously prepare flame-retardant and super-tough poly(lactic acid) (PLA) materials. Herein, we reported a facile approach that PLA reactively blends with phosphorus-containing copolyester. In this paper, a quinary aliphatic copolyester (PPE) containing phosphorus and pendent hydroxyl group was synthesized with sebacic acid, di-Me malate, di-Et phosphite, 1,6-hexanediol, and 1,3-propanediol by polycondensation. Then, flame-retardant and super-tough PLA materials (PLA/PPEU) can be achieved by reactively blending with PPE and hexamethylene diisocyanate. The results showed that the toughness of PLA was significantly enhanced. The maximum notched impact strength is 75.3 kJ/m2 indicated a super toughness performance. Meanwhile, the flame retardance of the PLA was improved obviously. The limited oxygen index (LOI) of PLA increased from 20 to 26%. Moreover, the PLA blends can pass the UL-94 V-0 rating. In addition, both the total heat release and total smoke production of PLA were decreased. The resultant super-tough and flame-retardant PLA materials could be widely applied in elec. and electronic equipment.

Polymer Degradation and Stability published new progress about Chars. 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

Poisson, Jean-Francois; Normant, Jean F. published the artcile< A configurationally stable alkoxy allenyl zinc reagent, en route to anti-anti vicinal amino diols>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is vicinal amino diol stereoselective preparation; alkoxy allenyl zinc configurationally stable preparation addition imine.

The reaction of an alkoxyallenyl zinc reagent with benzyl imines derived from lactic and mandelic acids proceeds highly diastereoselectively and leads to 2-amino-1,3-diol derivatives with an anti-anti pattern. Thus, successive treatment of MeOCH2OCH2CCSiMe3 with EtCMeLi and ZnBr2 in THF gave the intermediate allenyl zinc reagent I which reacted with the benzyl imines II (R = Ph, Me) in THF at -70° to give the protected anti-anti-amino alcs. III.

Organic Letters published new progress about Addition reaction, stereoselective. 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

Ghosh, Arun K.; Thompson, Wayne J.; Lee, Hee Yoon; McKee, Sean P.; Munson, Peter M.; Duong, Tien T.; Darke, Paul L.; Zugay, Joan A.; Emini, Emilio A. published the artcile< Cyclic sulfolanes as novel and high-affinity P2 ligands for HIV-1 protease inhibitors>, Application of C6H10O5, the main research area is RO 318959 analog HIV protease inhibitor; cyclic sulfonlane asym synthesis HIV inhibitor; virucide sulfolanyloxycarbonylaminohydroxypropyl isoquinolinamide preparation.

Recently the use of urethanes of 3-tetrahydrofuran as P2-ligands for the S2-substrate binding site of HIV-1 protease was reported. The urethane of (S)-3-hydroxy sulfolane substantially increased the in vitro potency of inhibitors relative to the heterocycle 3-tetrahydrofuran. Furthermore, introduction of a small 2-alkyl group cis to the 3-hydroxyl group of either heterocycle system further enhances enzyme affinity. This is consistent with modeling studies using the x-ray crystal structure of the enzyme-inhibitor complex of THF derived inhibitor I and HIV-1 protease. The cis-2-iso-Pr group thus far offers optimum enhancement of the inhibitory properties of the 3-hydroxysulfolane providing an inhibitor II; for HIV-1, IC50 3 nM; for HIV-219, IC50 17 nM) of comparable in vitro antiviral potency to present clin. candidate (3S,4aS,8aS,2’R,3’S)-N-tert-butyl-2-(2′-hydroxy-4′-phenyl-3′-[[[N-(2-quinolinylcarbonyl)-L-asparaginyl]amino]butyl]-decahydroisoquinoline-3-carboxamide (Ro 31-8959), but of reduced mol. weight due to the exclusion of the P3-quinoline ligand. A stereoselective and general synthetic route to this novel class of ligands in optically pure form was developed.

Journal of Medicinal Chemistry published new progress about Antiviral agents. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Application of C6H10O5.

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

Listowsky, Irving; Englard, Sasha; Avigad, Gad published the artcile< Conformational aspects of acidic sugars. Circular dichroism studies>, Synthetic Route of 617-55-0, the main research area is CD conformation sugar acid.

CD spectra were determined for 9 (S)-α-hydroxy acids, 7 (R)-aliphatic acids, and 6 monosaccharide acids. A rule was formulated which relates the sign of the observed ellipticity bands to the orientations of substituents relative to the carboxyl chromophore and explains the observed CD properties of the uronic and muramic acids.

Transactions of the New York Academy of Sciences published new progress about Circular dichroism. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Synthetic Route of 617-55-0.

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

Vodicka, Petr; Streinz, Ludvik; Koutek, Bohumir; Budesinsky, Milos; Ondracek, Jan; Cisarova, Ivana published the artcile< (S)-2-chloro-2-fluoroethanoyl isocyanate, a chiral derivative of trichloroacetyl isocyanate>, Reference of 617-55-0, the main research area is carbamoylation chloro fluoroacetyl isocyanate preparation chiral alc; chiral secondary alc carbamoylation chloro fluoroacetyl isocyanate preparation; NMR conformation chiral secondary alc carbamoylation chlorofluoroacetyl carbamate; configuration NMR chiral secondary alc carbamoylation chloro fluoroacetyl carbamate; shift reagent chiral secondary alc carbamoylation chlorofluoroacetyl carbamate preparation.

Carbamate diastereomers were prepared from easily accessible (-)-(2S)-2-chloro-2-fluoroacetyl isocyanate (I) and various secondary chiral alcs. I, a chiral analog of trichloroacetyl isocyanate, undergoes the reaction with alcs. very fast, thus blocking the hydroxyl group for the purposes of NMR investigation. Moreover, the correlation of stereochem. of products with their 1H NMR spectra revealed that the constitution as well as configuration influences regularly the values of chem. shift difference (Δδ = δ(R) – δ(S)) except for those diastereomers bearing simple alkyl groups in the mol. Spectral as well as crystallog. data manifest the predominant planar conformation of the central part of the mol. Due to the good accessibility and high reactivity in particular, I, might be considered, to some extent, an alternative for TAI giving addnl. information on a compound’s spatial structure. For example, diagnostic NMR peaks were compared for [(1S)-chlorofluoroacetyl]carbamic acid (1R)-3-chloro-1-phenylpropyl ester and [(1R)-Chlorofluoroacetyl]carbamic acid (1R)-3-chloro-1-phenylpropyl ester.

Chirality published new progress about Alcohols, chiral Role: RCT (Reactant), RACT (Reactant or Reagent). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Reference of 617-55-0.

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

Dias, Luiz C.; Vieira, Adriano S.; Barreiro, Eliezer J. published the artcile< The total synthesis of calcium atorvastatin>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is calcium atorvastatin preparation.

A practical and convergent asym. route to calcium atorvastatin was reported. The synthesis of calcium atorvastatin was performed using the remote 1,5-anti asym. induction in the boron-mediated aldol reaction of β-alkoxy methylketone with pyrrolic aldehyde as a key step. Calcium atorvastatin was obtained from aldehyde after 6 steps, with a 41% overall yield.

Organic & Biomolecular Chemistry published new progress about Aldol condensation, stereoselective. 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

Hayashi, H.; Nakanishi, K.; Brandon, C.; Marmur, J. published the artcile< Structure and synthesis of dihydroxypentyluracil from bacteriophage SP-15 deoxyribonucleic acid>, Name: (S)-Dimethyl 2-hydroxysuccinate, the main research area is bacteriophage dihydroxypentyluracil; ribonucleic acid bacteriophage SP15.

(S)-(+)-5-(4′,5′-Dihydroxypentyl)uracil, a base which replaces thymine in bacteriophage SP-15 DNA was prepared starting from (S)-(-)-malic acid establishing the 4′ configuration as being (S). The optical purity (100%) of a synthetic intermediate PhCH:CH(CH2)2CH(OMTPA)CH2OMTPA [MTPA = (+)-MeOCH(CF3)CO] was checked by NMR.

Journal of the American Chemical Society published new progress about DNA Role: RCT (Reactant), RACT (Reactant or Reagent). 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