115512-81-7

Basic information

• Product Name: Pyrrolidine, 2-(methoxymethyl)-1-(2-methoxy-5-methylbenzoyl)-, (2S)-
• CAS NO: 115512-81-7
• Molecular Formula: C15H21NO3
• Molecular Weight: 263.337
• Mol File: 115512-81-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 2-(methoxymethyl)-1-(2-methoxy-5-methylbenzoyl)-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 2-(methoxymethyl)-1-(2-methoxy-5-methylbenzoyl)-, (2S)-(115512-81-7)
• EPA Substance Registry System: Pyrrolidine, 2-(methoxymethyl)-1-(2-methoxy-5-methylbenzoyl)-, (2S)-(115512-81-7)

Safety Data

• Hazardous Substances Data: 115512-81-7(Hazardous Substances Data)

Upstream product

• 115512-68-0 ((S)-2-Hydroxymethyl-pyrrolidin-1-yl)-(2-methoxy-5-methyl-phenyl)-methanone 
• 74-88-4 methyl iodide 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 63113-79-1 methyl 2-methoxy-5-methylbenzoate 
• 25045-35-6 2-methoxy-5-methylbenzoyl chloride 
• 25045-36-7 2-methoxy-5-methylbenzoic acid 

Downstream Products

• 115513-10-5 ((S)-2-Methoxy-1,5-dimethyl-cyclohexa-2,5-dienyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone 
• 115513-09-2 (2'S,6R)-4,6-dimethyl-1-methoxy-6-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-1,4-cyclohexadiene 
• 237406-09-6 (2-Methoxy-5-methyl-cyclohexa-2,5-dienyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone 
• 475112-27-7 (R)-2-(3-Azido-propyl)-2-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-4-methyl-cyclohex-3-enone 
• 796866-65-4 (2'S,6R)-1-methoxy-6-[2'-[(4''-methoxy)benzyloxy]ethyl]-6-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-4-methyl-1,4-cyclohexadiene 
• 186887-36-5 (2'S,6R)-6-ethyl-1-methoxy-6-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-4-methyl-1,4-cyclohexadiene 
• 796866-64-3 (2'S,6R)-6-(4'-pentenyl)-1-methoxy-6-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-4-methyl-1,4-cyclohexadiene 
• 911847-16-0 ((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone 
• 928118-89-2 ((R)-1-((E)-but-2-enyl)-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)-pyrrolidin-1-yl)methanone 
• 928119-06-6 ((R)-2-((E)-but-2-enyl)-2-((S)-2-methoxymethyl)pyrrolidine-1-carbonyl)-4-methylcyclohex-3-enone 
• 911847-18-2 (R)-2-allyl-2-((S)-2-(methoxymethyl)pyrrolidin-1-carbonyl)-4-methylhex-3-en-1-one 
• 115513-23-0 (2R,2'S)-2,4-dimethyl-2-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-cyclohex-3-en-1-one 
• 210684-45-0 (2R,2'S)-2-ethyl-2-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-4-methyl-cyclohex-3-en-1-one 
• 796866-69-8 (2R,2'S)-2-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-4-methyl-2-(4'-pentenyl)-cyclohex-3-en-1-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.