472963-07-8

Upstream product

• 122689-79-6 isopropyl 3-oxocyclohex-1-ene-1-carboxylate 
• 30434-55-0 isopropyl cyclohex-1-ene-1-carboxylate 
• 51368-58-2 isopropyl 1-bromocyclohexanecarboxylate 
• 98-89-5 Cyclohexanecarboxylic acid 
• 2719-27-9 cyclohexanylcarbonyl chloride 

Downstream Products

• 99438-50-3 (1S,3S)-3-hydroxycyclohexane-1-carboxylic acid isopropyl ester 
• 472963-08-9 isopropyl (3R)-3-hydroxycyclohex-1-ene-1-carboxylate 

Relevant academic research and scientific papers

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.