56414-68-7

Basic information

• Product Name: benzyl N-<(1S)-2-methyl-1-(1-pyrrolidinylcarbonyl)propyl>carbamate
• Synonyms: benzyl N-<(1S)-2-methyl-1-(1-pyrrolidinylcarbonyl)propyl>carbamate
• CAS NO: 56414-68-7
• Molecular Weight: 304.389
• Mol File: 56414-68-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: benzyl N-<(1S)-2-methyl-1-(1-pyrrolidinylcarbonyl)propyl>carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl N-<(1S)-2-methyl-1-(1-pyrrolidinylcarbonyl)propyl>carbamate(56414-68-7)
• EPA Substance Registry System: benzyl N-<(1S)-2-methyl-1-(1-pyrrolidinylcarbonyl)propyl>carbamate(56414-68-7)

Safety Data

• Hazardous Substances Data: 56414-68-7(Hazardous Substances Data)

Upstream product

• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 1532548-78-9 1-(prop-2-ene-1-sulfinyl)pyrrolidine 
• 123-75-1 pyrrolidine 

Downstream Products

• 156004-66-9 1-<(2S)-3-methyl-2-(methylamino)butyl>pyrrolidine 
• 136328-69-3 N-Methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-2-(4-trifluoromethyl-phenyl)-acetamide 
• 136328-68-2 N-Methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-2-(4-nitro-phenyl)-acetamide 
• 115200-03-8 2-(3,4-Difluoro-phenyl)-N-methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-acetamide 
• 115200-07-2 2-(4-Cyano-phenyl)-N-methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-acetamide 
• 136328-70-6 2-(4-Methoxy-phenyl)-N-methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-acetamide 
• 136328-67-1 2-(4-Chloro-phenyl)-N-methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-acetamide 
• 136328-66-0 2-(3-Chloro-phenyl)-N-methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-acetamide 
• 136328-73-9 N-Methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-2-phenylsulfanyl-acetamide 
• 136328-72-8 N-Methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-2-phenoxy-acetamide 
• 136328-65-9 N-Methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-2-phenyl-acetamide 
• 136328-71-7 N-Methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-3-phenyl-propionamide 
• 136328-64-8 ICI 197067 

Relevant articles and documents

Enantioselective deprotonation of cyclohexene oxide to (R)-2-cyclohexen- 1-ol

The reaction of cyclohexene oxide with homochiral lithium amides, prepared from (S)-phenylglycine and (S)-valine has been studied and (R)-2-cyclohexen- 1-ol 3 was prepared in a maximum of 72% ee. The optical purity was determined by 1H NMR measurement of the α-methoxy-α-(trifluoromethyl)phenyl acetic acid (MTPA) derivative of the corresponding alcohol.

Structure/Activity Studies Related to 2-(3,4-Dichlorophenyl)-N-methyl-N-acetamides: A Novel Series of Potent and Selective κ-Opioid Agonists

This paper describes the synthesis of a series of N-acetamides 1, variously substituted at the carbon adjacent to the amide nitrogen (C1), and related analogues, together with their biological evaluation as opioid κ agonists.In the first part of the study, the variants in N-acyl, N-alkyl, and amino functions were explored when the substituent at C1 was 1-methylethyl and the optimum was found to be exemplified by 2-(3,4-dichlorophenyl)-N-methyl-N-acetamide (13).Subsequently, racemic or chiral amino acids were used to introduce other alkyl and aryl substituents at C1 of the ethyl linking moiety.A series of potent compounds, bearing substituted-aryl groups at C1, were discovered, typified by 2-(3,4-dichlorophenyl)-N-methyl-N-acetamide (48), which was 5-fold more active as the racemate than 13 in vitro and exhibited potent naloxone-reversible analgesic effects (ED50 = 0.04 mg/kg sc) in a mouse abdominal constriction model.