187404-42-8

Basic information

• Product Name: ((1S,2S)-2-Methoxy-cyclohexylmethyl)-benzene
• CAS NO: 187404-42-8
• Molecular Weight: 204.312
• Mol File: 187404-42-8.mol

Chemical Properties

• CAS DataBase Reference: ((1S,2S)-2-Methoxy-cyclohexylmethyl)-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: ((1S,2S)-2-Methoxy-cyclohexylmethyl)-benzene(187404-42-8)
• EPA Substance Registry System: ((1S,2S)-2-Methoxy-cyclohexylmethyl)-benzene(187404-42-8)

Safety Data

• Hazardous Substances Data: 187404-42-8(Hazardous Substances Data)

Upstream product

• 5682-83-7 (E)-2-benzylidenecyclohexanone 
• 123619-80-7 (1S,2S)-α-benzylcyclohexanol 
• 74-88-4 methyl iodide 

Downstream Products

• 187404-40-6 [(S)-2-Methoxy-cyclohex-(E)-ylidenemethyl]-benzene 
• 155320-76-6 (2S)-2-methoxycyclohexanone 
• 187404-44-0 [Bromo-((1R,2S)-2-methoxy-cyclohexyl)-methyl]-benzene 

Relevant articles and documents

Microbially-aided preparation of (S)-2-methoxycyclohexanone key intermediate in the synthesis of Sanfetrinem

(S) 2-Methoxycyclohexanone 1, useful intermediate in the synthesis of Sanfetrinem 2, is obtained from (S) α-benzylidene cyclohexanol 4, derived from the ketone 3 through a short sequence involving as key step yeast reduction of the carbonyl group. The (R) enantiomer of 1 is similarly accessible from the (R) enantiomer of 4 obtained either upon Candida lipolytica-mediated reduction of 3 or from (R,S)-4 by porcine pancreatic lipase catalyzed acetylation with vinyl acetate. Also the saturated carbinols 7 and 8, which accompany 4 in the microbial reduction of 3, are converted into 1 through unexceptional steps. Nocardia opaca, Pichia etchelsii and Mucor subtilissimus provide from 3 upon reduction (S)-configurated 4, 7 and 8 possessing moderate-high ee values.