187277-52-7

Basic information

• Product Name: Acetic acid (1S,6R)-3-(3,4-dimethoxy-phenyl)-6-methoxymethoxy-cyclohex-2-enyl ester
• Synonyms: Acetic acid (1S,6R)-3-(3,4-dimethoxy-phenyl)-6-methoxymethoxy-cyclohex-2-enyl ester
• CAS NO: 187277-52-7
• Molecular Weight: 336.385
• Mol File: 187277-52-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (1S,6R)-3-(3,4-dimethoxy-phenyl)-6-methoxymethoxy-cyclohex-2-enyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (1S,6R)-3-(3,4-dimethoxy-phenyl)-6-methoxymethoxy-cyclohex-2-enyl ester(187277-52-7)
• EPA Substance Registry System: Acetic acid (1S,6R)-3-(3,4-dimethoxy-phenyl)-6-methoxymethoxy-cyclohex-2-enyl ester(187277-52-7)

Safety Data

• Hazardous Substances Data: 187277-52-7(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 

Downstream Products

• 23544-42-5 (-)-Mesembranol 
• 156487-77-3 (3R,4R)-1-(3,4-Dimethoxyphenyl)-3-hydroxy-4-(methoxymethoxy)cyclohexene 
• 156487-78-4 Ethyl <(1R,4R)-1-(3,4-dimethoxyphenyl)-4-(methoxymethoxy)cyclohex-2-enyl>acetate 
• 156487-81-9 O-Methoxymethyl mesembranol 
• 156487-80-8 N-<2-<(1R,4R)-1-(3,4-Dimethoxyphenyl)-4-(methoxymethoxy)cyclohex-2-enyl>>ethyl-N-methylamine 
• 156487-79-5 2-<(1R,4R)-1-(3,4-Dimethoxyphenyl)-4-(methoxymethoxy)cyclohex-2-enyl>ethanal 
• 156558-40-6 (3S,4R)-1-(3,4-Dimethoxyphenyl)-3-hydroxy-4-(methoxymethoxy)cyclohexene 

Relevant articles and documents

Chiral and stereoselective total synthesis of (-)-mesembranol starting from D-glucose

A chiral synthesis of the Sceletium alkaloid (-)-mesembranol 1 is described. The cyclohexane ring in 1 is prepared in an optically active form from D-glucose using Ferrier's carbocyclisation, and the critical stereochemistry of the quaternary carbon in 1 is constructed stereoselectively via chirality transfer by way of Claisen rearrangement of the cyclohexenol derivative 14a. The perhydroindole skeleton in 1 is effectively generated by intramolecular aminomercuriation of the amino-olefin 18.