911847-34-2

Basic information

• Product Name: (3aR,8bS)-3a-(3,4-dimethoxyphenyl)-1,6-dimethyl-1,2,3,3a,4,5,6,8b-octahydro-8H-isoxazolo[3,4-g]indol-8-one
• Synonyms: (3aR,8bS)-3a-(3,4-dimethoxyphenyl)-1,6-dimethyl-1,2,3,3a,4,5,6,8b-octahydro-8H-isoxazolo[3,4-g]indol-8-one
• CAS NO: 911847-34-2
• Molecular Weight: 344.411
• Mol File: 911847-34-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3aR,8bS)-3a-(3,4-dimethoxyphenyl)-1,6-dimethyl-1,2,3,3a,4,5,6,8b-octahydro-8H-isoxazolo[3,4-g]indol-8-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,8bS)-3a-(3,4-dimethoxyphenyl)-1,6-dimethyl-1,2,3,3a,4,5,6,8b-octahydro-8H-isoxazolo[3,4-g]indol-8-one(911847-34-2)
• EPA Substance Registry System: (3aR,8bS)-3a-(3,4-dimethoxyphenyl)-1,6-dimethyl-1,2,3,3a,4,5,6,8b-octahydro-8H-isoxazolo[3,4-g]indol-8-one(911847-34-2)

Safety Data

• Hazardous Substances Data: 911847-34-2(Hazardous Substances Data)

Upstream product

• 911847-26-2 (R)-2-allyl-4-(3,4-dimethoxyphenyl)-2-((S)-2-(methoxymethyl)pyrrolidin-1-carbonyl)cyclohex-3-en-1-one 
• 911847-28-4 (S)-4-allyl-4-(3,4-dimethoxyphenyl)-2-((S)-2-(methoxymethyl)pyrrolidin-1-carbonyl)cyclohex-2-en-1-one 
• 911847-24-0 ((R)-1-allyl-5-(3,4-dimethoxyphenyl)-2-methoxycyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone 
• 911847-30-8 [(S)-1-(3,4-Dimethoxy-phenyl)-3-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-4-oxo-cyclohex-2-enyl]-acetaldehyde 
• 911847-32-0 (3aR,7aR)-3a-(3,4-dimethoxyphenyl)-7-((S)-2-(methoxymethyl)pyrrolidin-1-carbonyl)-1-methylhexahydro-1H-indol-6(2H)-one 
• 4229-44-1 N-methylhydroxyamine hydrochloride 

Downstream Products

• 468-53-1 (3aR,7aR)-3a-(3,4-Dimethoxyphenyl)-1-methylhexahydro-1H-indol-6(2H)-one 

Relevant articles and documents

The enantioselective Birch-Cope sequence for the synthesis of carbocyclic quaternary stereocenters. Application to the synthesis of (+)-mesembrine

A synthetic technique for generating carbocyclic quaternary stereocenters with exceptionally high levels of enantioselectivity is described. A sequence of three reactions, enantioselective Birch reduction-allylation, enol ether hydrolysis, and Cope rearrangement, is used to stereoselectively generate chiral quaternary centers on a 2-cyclohexen-1-one ring. The products of the sequence are 4,4-disubstituted-2-carboxamide-2-cyclohexen-1-one structures which are versatile intermediates in complex natural product synthesis. An application of the sequence to the synthesis of (+)-mesembrine illustrates the utility of these intermediates.