99438-52-5

Upstream product

• 108-05-4 vinyl acetate 
• 108-30-5 succinic acid anhydride 
• 17983-30-1 (RS)-3-oxocyclohexanecarbonitrile 
• 99407-62-2 (+/-)-isopropyl 3-oxocyclohexanecarboxylate 

Downstream Products

• 21531-44-2 (1R)-cis-3-hydroxy-cyclohexanecarboxylic acid 
• 876588-64-6 (1R,3S)-3-(tetrahydropyran-2-yloxy)cyclohexanecarboxylic acid isopropyl ester 
• 875928-16-8 isopropyl (1R,3S)-3-(tert-butyldiphenylsilanyloxy)cyclohexane-1-carboxylate 
• 115730-37-5 (1R,3S)-1-Amino-cyclohexane-1,3-dicarboxylic acid 
• 21531-43-1 (R)-3-oxocyclohexanecarboxylic acid 
• 115730-36-4 (1R,3R)-cis-1-amino-1,3-cyclohexanedicarboxylic acid 

Relevant academic research and scientific papers

METHOD FOR THE PREPARATION OF ENANTIOMER FORMS OF CIS-CONFIGURED 3-HYDROXYCYCLOHEXANE CARBOXYLIC ACID DERIVATIVES USING HYDROLASES

The present invention relates to a process for preparing chiral non-racemic cis-configured cyclohexanols or cyclohexanol derivatives of the formula (I) Cis-configured hydroxyl-cyclohexane carboxylic acid derivatives of formula (I) are central building blo

Chemoenzymatic synthesis of enantiopure isopropyl (3R)- and (3S)-3-hydroxycyclohex-1-ene-1-carboxylates and their reduction to isomers of isopropyl 3-hydroxy-cyclohexane-1-carboxylate

Reduction of an α,β-unsaturated cyclic ketone with Geotrichum candidum affords the corresponding (S)-allylic alcohol, while enantiospecific oxidation of the corresponding racemic alcohols leaves the (R)-enantiomer unchanged, giving access to both enantiomeric forms. Subsequent chemical reduction of the double bond of these homochiral allylic alcohol allows all isomers of the corresponding cyclohexanols to be obtained.

CHEMOENZYMATIC SYNTHESIS OF CONFORMATIONALLY RIGID GLUTAMIC ACID ANALOGUES

All stereomers of cyclohexane cyclopentane-derived analogues of glutamic acid have been synthesized from the corresponding 3-keto-cycloalkyl carboxylic acid esters by a combination of microbial steps and standard chemical methods.

Enzymatic in vitro Reduction of Ketones. Part 13. Horse Liver Alcohol Dehydrogenase (HLAD) as a Tool for the Synthesis of Enantiomerically Pure Alkyl 3-oxo- and 3-hydroxycyclohexanecarboxylates.

Enantiomerically pure alkyl 3-oxocyclohexanecarboxylates and the corresponding alcohols have been prepared using HLAD as a suitable catalyst.Kinetic and thermodynamic parameters for the enzymatic reductions are given.The enantiomeric purity and the absolute configuration of the reaction products are determined.The alcohol moiety (methyl, isopropyl or pentyl) of the ester group influences both the steric course and the kinetics of the reduction.Side reactions of the substrate with the reaction medium can be avoided by an appropriate choice of the reaction conditions.