Category: 32345-60-1

Fujimura, Kazumi published the artcileOptical resolution of some mandelic derivatives on a chemically bonded cyclodextrin stationary phase, Synthetic Route of 32345-60-1, the main research area is alkyl mandelate resolution liquid chromatog; cyclodextrin carbamate stationary phase chromatog; hydrogen bond cyclodextrin liquid chromatog; substituent effect resolution liquid chromatog; HPLC optical isomer carboxylic ester.

The preparation and use of a new type of cyclodextrin-carbamate-bonded stationary phase are described. HPLC resolution of racemic mandelates and their analogswas achieved by using this phase. The chiral recognition was explained in terms of a 3-point attachment model. In addition to the inclusion of the aromatic ring of the sample into the cavity of cyclodextrin, enantioselective interaction occurs at 2 other points; H bonding of the 2 polar substituents on the asym. C atom with secondary hydroxyl groups on the rim of the wider opening face of the cyclodextrin mol. The effect of the type and position of substituents and other factors responsible for the resolution is discussed.

Journal of Liquid Chromatography published new progress about HPLC. 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, Synthetic Route of 32345-60-1.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Yin, Lu published the artcileA rapid and green approach to chiral α-hydroxy esters: asymmetric transfer hydrogenation (ATH) of α-keto esters in water by use of surfactants, HPLC of Formula: 32345-60-1, the main research area is keto ester surfactant water ruthenium asym transfer hydrogenation; hydroxy ester stereoselective preparation green chem.

A series of α-hydroxy esters were rapidly prepared (1.5 h) from α-keto esters via asym. transfer hydrogenation in water by the use of surfactants. This green method, catalyzed by a water-soluble and recyclable Ru(II) complex, gave moderate to high enantioselectivities (up to 99.7% ee) with DTAB as an additive and HCO2Na as the hydrogen source.

Tetrahedron: Asymmetry published new progress about Green chemistry. 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, HPLC of Formula: 32345-60-1.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Neilson, Douglas G. published the artcilePreparation of optically active 3-aryl-1,4-dioxaspiro[4.5]decanes and their 2-oxo derivatives; Cotton effects associated with these compounds, HPLC of Formula: 32345-60-1, the main research area is dioxaspirodecanes ORD; phenyl dioxaspirodecanes ORD; Cotton effect dioxaspirodecanes; mandelates dioxaspirodecanes; dioxolanes ORD; spiro dioxolanes ORD.

Optically active mandelic acids, ArCH(OH)CO2H (I), were prepared including I (Ar = 3,4-(methylenedioxy)phenyl, m-MeO-C6H4, and ο-BrC6H4), which had not been resolved previously. I reacted with cyclohexanone to give 3-aryl-1,4-dioxaspiro[4.5]-decan-2-ones (II). The signs of the Cotton effects agreed with those predicted by the lactone sector rule. LiAlH4 reduction of I gave glycols ArCH(OH)CH2OH, which reacted with cyclohexanone to give 2-aryl-1,4-dioxaspiro[4.5]decanes (III). III provided a skeletal background which showed up more clearly the Cotton effects associated with the lactone keto group. Changes in ORD characteristics of PhCH(OH)CH2OH on successive methylation of the OH groups were recorded.

Journal of the Chemical Society [Section] C: Organic published new progress about Cotton effect. 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, HPLC of Formula: 32345-60-1.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Yamamura, Ei-Tora published the artcileA novel method of producing the pharmaceutical intermediate (R)-2-chloromandelic acid by bioconversion, Safety of (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, the main research area is chloromandelic Exophiala dermatitidis hydrolysis bioconversion; 2-chloromandelic acid; Asymmetric hydrolysis; bioconversion; esterase; expression.

(R)-2-Chloromandelic acid (RCM) is one of the chiral building blocks used in the pharmaceutical industry. As a result of screening for microorganisms that asym. hydrolyze racemic 2chloromandelic acid Me ester (CMM), Exophiala dermatitidis NBRC6857 was found to produce RCM at optical purity of 97% ee. The esterase that produces RCM, EstE, was purified from E. dermatitidis NBRC6857, and the optimal temperature and pH of EstE were 30°C and 7.0, resp. The estE gene that encodes EstE was isolated and overexpressed in Escherichia coli JM109. The activity of recombinant E. coli JM109 cells overexpressing estE was 553 times higher than that of E. dermatitidis NBRC6857. RCM was produced at conversion rate of 49% and at optical purity of 97% ee from 10% CMM with 0.45 mg-dry-cell/L recombinant E. coli JM109 cells. Based on these findings, RCM production by bioconversion of CMM may be of interest for future industrial applications.

Bioscience, Biotechnology, and Biochemistry published new progress about Escherichia coli. 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, Safety of (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Nageswara Rao, Ramisetti published the artcileRP-HPLC separation and ESI-MS, 1H, and 13C NMR characterization of forced degradants including process related impurities of carisbamate: Method development and validation, Name: (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, the main research area is carisbamate impurity degradation product separation HPLC mass spectrometry.

A stability indicating reversed phase HPLC method was developed and validated for determination of process related impurities and forced degradants of carisbamate (CRS) in bulk drugs. Carisbamate when subjected to acid/base hydrolysis, H2O2 oxidation, photolysis and thermal stress significant degradation was observed during acid/base hydrolysis and the degradants were isolated and characterized by ESI-MS, 1H and 13C NMR. MS/MS and 2D-NMR (COSY and HSQC) studies revealed the possible isomerization of CRS under stress conditions. The optimum separation was accomplished on Agilent XDB C18 column (150 mm × 4.6 mm; 5 μm) using 0.02 M KH2PO4 (pH = 3.5) and CH3CN as a mobile phase in a gradient elution mode at a flow rate of 1.0 mL/min. The eluents were monitored by PDA detector at 211 nm and quantitation limits were obtained in the range of 0.1-0.3 μg/mL for CRS, degradants and other impurities. The LC method was validated with respect to accuracy, precision, linearity, robustness and limits of detection and quantification as per ICH guidelines.

Journal of Pharmaceutical and Biomedical Analysis published new progress about Acid hydrolysis. 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, Name: (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Mao, Qi published the artcileIdentification of Novel 1-O-Substituted Aporphine Analogues as Potent 5-HT2C Receptor Agonists, Synthetic Route of 32345-60-1, the main research area is serotonin 5HT2C receptor 5HT2B receptor 5HT2A receptor agonist aporphine; 5-HT2A receptor; 5-HT2B receptor; 5-HT2C receptor; Serotonin; agonist; aporphine.

The 5-HT2C receptor has emerged as a promising target in the treatment of a variety of central nervous system disorders. We have first identified aporphines as a new class of 5-HT2C receptor agonists. Structure-activity relationship results indicate that the aporphine core may be required for 5-HT2C receptor activity, and substitutions at its C1 position are important for 5-HT2C receptor activity. Our efforts to optimize our hit 15781 lead to the identification of the highly potent and selective 5-HT2C agonist 18b (MQ02-439) with an EC50 value of 104 nM and weak antagonism at the 5-HT2A and 5-HT2B receptors. The findings may serve as good starting points for the development of more potent and selective 5-HT2C agonists as valuable pharmacol. tools or potential drug candidates.

ACS Chemical Neuroscience published new progress about 5-HT2A antagonists. 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, Synthetic Route of 32345-60-1.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Lloyd-Jones, Guy C. published the artcileEnantioselective homoallyl-cyclopropanation of dibenzylideneacetone by modified allylindium halide reagents-rapid access to enantioenriched 1-styryl-norcarene, Recommanded Product: (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, the main research area is asym synthesis styryl norcarene homoallyl cyclopropanation ring closing metathesis; enantioselective cyclopropanation allylindium halide dibenzylideneacetone modifier.

Dibenzylideneacetone reacts with in situ-generated allylindium halide reagents to yield 2-(3”-butenyl)-1,1-bis[(E)-2′-phenylethenyl]cyclopropane I via a homoallyl-cyclopropanation reaction. A range of enantiomerically enriched ligands have been tested as stoichiometric asym. modifiers for this process. Enantiopure compounds such as cinchona alkaloids, ephedra, aminoalcs. and tartaric acid derivatives, which have proven of utility as asym. modifiers for the indium-mediated allylation of aldehydes and ketones, were very inefficient in the homoallyl-cyclopropanation. However, mandelic acid derivatives, in particular mandelates, were found to be of significant potential. The absolute stereochem. of the cyclopropane I has been determined by degradation to 1,1-dicarboxymethyl-2-butylcyclopropane, converging with an independent enantioselective synthesis starting from hexene. Under optimized conditions by using allylindium iodide reagents and working-up with aqueous Na2SO3 to avoid iodine-mediated polymerization, I can be generated in 86% yield and 94/6 er enantiopurity with (S)-Me mandelate as modifier. The cyclopropane product I undergoes RCM to afford 1-styrylnorcarene II without loss of enantiopurity.

Tetrahedron published new progress about Cyclopropanation catalysts. 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, Recommanded Product: (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Gu, Jiali published the artcileRational design of esterase BioH with enhanced enantioselectivity towards methyl (S)-o-chloromandelate, COA of Formula: C9H9ClO3, the main research area is rational design esterase BioH enantioselectivity methyl chloromandelate.

Me (R)-o-chloromandelate (R-CMM) is an intermediate for the platelet aggregation inhibitor clopidogrel. Its preparation through enzymic resolution of the corresponding ester has been hindered by the lack of an enzyme with satisfying enantioselectivity and activity. In the present work, we aimed to improve the enzymic enantioselectivity towards Me (S)-o-chloromandelate (S-CMM) by rational design, using esterase BioH as a model enzyme. Based on the differences in the binding mode of S- and R-enantiomers at the active cavity of the enzyme, the steric and electronic interactions between the key amino acids of BioH and the enantiomers were finely tuned. The enantioselectivity of esterase BioH towards S-CMM was improved from 3.3 (the wild type) to 73.4 (L123V/L181A/L207F). Synergistic interaction was observed between point mutations, and insight into the source of enzymic enantioselectivity was gained by mol. dynamics simulations. The results can provide a reference for the enzyme design of other enzymes towards S-CMM for the enhancement of enantioselectivity.

Applied Microbiology and Biotechnology published new progress about Enzyme functional sites, active. 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, COA of Formula: C9H9ClO3.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Gu, Jiali published the artcileThe role of aromatic residue W20 in the activity and enantioselectivity control of esterase BioH toward aryl substrate, Product Details of C9H9ClO3, the main research area is Escherichia esterase BioH enantioselectivity aryl substrate methyl chloromandelate; esterase BioH tryptophan phenylalanine aryl substrate pi pi stacking.

Aromatic π-π stacking interaction plays an important role in the enzyme-ligand recognition and stabilization. Esterase BioH, an α/β hydrolase from Escherichia coli, has exhibited potential in the chiral synthesis of alcs. and aryl prochiral diesters. In the present work, the influence of aromatic residue W20 on the activity and enantioselectivity of BioH toward aryl substrates was investigated. Mutation of Trp into Ala or Val led to complete loss of activity, while replacement of Trp by Phe had little effect on the activity and enantioselectivity. Structural and energetic anal. demonstrated that π-π stacking interactions were formed between the residue W20 and the substrate, as well as the residues W20 and F141, which facilitated the stabilization of substrate at the transition state. Moreover, the different probabilities of the parallel-shifted stacking interaction between the residue 20 and R-/S-enantiomer were found related to the enantioselectivity. Thus, it could be concluded that the π-π stacking interaction between the residue W20 and the substrate was crucial in the determination of enzymic catalytic performance. The results not only deepened our understanding in the catalytic mechanism of BioH, but also facilitated further enzyme redesign.

Biochemical Engineering Journal published new progress about Binding energy (BioH – aryl substrate). 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, Product Details of C9H9ClO3.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Uhm, Ki-Nam published the artcileEnantioselective resolution of methyl 2-chloromandelate by Candida antarctica lipase A in a solvent-free transesterification reaction, Name: (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, the main research area is lipase resolution chloromandelate ester.

Enantiomerically pure 2-chloromandelic acid esters are important chiral building blocks for synthesis of a wide range of pharmaceutical products, such as an anti-thrombotic agent, (S)-clopidogrel. An efficient and novel process for resolution of Me 2-chloromandelate was developed by using a lipase-mediated transesterification. Among 11 hydrolytic enzymes examined, Candida antarctica lipase A (CAL-A) showed the highest enantioselectivity and reaction rate toward Me (S)-2-chloromandelate. Me (R)-2-chloromandelate was obtained in enantiomerically pure form (>99% ee) and 41% yield through the lipase-mediated resolution under a solvent-free condition. CAL-A maintained its catalytic activity during 13 cycles of repeated use without significant decrease in enantioselectivity, indicating that the method is economical and easy to scale-up for com. production of Me (R)-2-chloromandelate.

Journal of Molecular Catalysis B: Enzymatic published new progress about Acylation, stereoselective (enzymic). 32345-60-1 belongs to class chlorides-buliding-blocks, name is (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate, and the molecular formula is C9H9ClO3, Name: (S)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics