96894-63-2

Upstream product

• 67-56-1 methanol 
• 93379-40-9 2-hydroxymethyl-cyclohexanecarboxylic acid 
• 87-41-2 2-benzofuran-1(3H)-one 
• 13169-51-2 2-(chloromethyl)benzamide 
• 2484-60-8 cyclohexane-1,2-dicarboxylic acid monomethyl ester 
• 88335-91-5 cyclohexane-1,2-dicarboxylic acid monomethyl ester 
• 1687-29-2 dimethyl cis-1,2-cyclohexanedicarboxylate 
• 7719-08-6 trans-1,2-cyclohexanedicarboxylic acid,monomethyl ester 
• 55741-02-1 o-(N,N-Diethyl-aminomethyl)-benzoesaeure 

Relevant academic research and scientific papers

Enzymes in Organic Synthesis. 39. Preparations of Chiral Cyclic Acid-Esters and Bicyclic Lactones via Stereoselective Pig Liver Esterase Catalyzed Hydrolyses of Cyclic Meso Diesters

Pig liver esterase catalyzed hydrolyses of meso-dimethyl cyclopropane-, cyclobutane-, and cyclohexane-1,2-dicarboxylates are enantiotopically specific, giving acid-ester products that are readily converted into γ-lactones of > 97percent ee that are of value as chiral synthons.There is a dramatic change of stereospecificity on going from the cyclopropane and cyclobutane diesters to the cyclohexane substrate, with the cyclopentane diester hydrolysis representing the changeover point within the series.This reversal of enzyme stereospecificity is explicable in terms of a twobinding-pocket active-site model.Hydrolyses of dimethyl oxirane-2,3-dicarboxylate and of cyclopropane-1,2-diacetates are also stereoselective, giving product ee's up to 30-70percent.

Process for making perhydroindole-2-carbonxylic acid

A process for the asymmetric preparation of a compound of the formula STR1 wherein the hydrogen at 3a and 7a are of cis or trans configuration and their non-toxic, pharmaceutically acceptable acid addition salts comprising submitting a compound of the formula STR2 to a Hoffman reaction and reacting the resulting product with formaldehyde in the presence of cyanide ions and acid halide of benzoic acid or an aliphatic carboxylic acid of 1 to 5 carbon atoms to obtain a compound of the formula STR3 wherein R is acyl of benzoic acid or aliphatic carboxylic acid of 1 to 5 carbon atoms, cyclizing the latter to form a compound of the formula STR4 selectively hydrolyzing the latter with a dilute aqueous mineral acid to obtain a compound of the formula STR5 subjecting the latter to hydrolysis with a concentrated aqueous mineral acid to form the acid addition salt of a compound of claim 1 and optionally forming the free base.

A Study of Stereoselective Hydrolysis of Symmetrical Diesters with Pig Liver Esterase

Pig liver esterase (PLE) catalyzed hydrolysis of dimethyl esters of symmetrical dicarboxylic acids, including meso-diacids, cis-1,2-cycloalkanedicarboxylic acids, and diacids with a prochiral center, was studied with 14 substrates.The products of these stereoselective hydrolyses are chiral monoesters of dicarboxylic acids, with an enantiomeric excess (e.e.) from 10percent to 100percent.Some of these optically active monoesters are valuable synthons in natural products synthesis.An additivity pattern of α- and β-substituents with the glutaric esters on the stereoselectivity of enzymatic hydrolysis was observed.Analysis of the experimental results leads to a model of enzyme stereoselectivity of diester hydrolysis in which the substitution pattern at α- and β-C-atoms is found to determine the absolute configuration of the resulting monoester.

Thioalkanoylalkanoic acid compounds

Thioalkanoylalkanoic acid compounds and salts thereof having the formula STR1 wherein R 1, R 2, R 3 and R 4 each is hydrogen or lower alkyl;R 5 is hydrogen, lower alkanoyl, benzoyl or STR2 A and B each is hydrogen or join together as a polymethylene chain --(CH 2) n -- to complete a 4-, 5- or 6- membered cycloalkyl group, and m is 0 or 1,are angiotensin converting enzyme inhibitors and are useful as hypotensive agents.