56414-68-7

Upstream product

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

Downstream Products

• 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 
• 156004-66-9 1-<(2S)-3-methyl-2-(methylamino)butyl>pyrrolidine 

Relevant academic research and scientific papers

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.

Amides in one pot from Carboxylic Acids and Amines via Sulfinylamides

An efficient method has been developed for the direct amidification of carboxylic acids via sulfinylamides preformed in situ by the reaction of pure amines with prop-2- ene-1-sulfinyl chloride. The method can be applied to aliphatic acids, including pivalic acid, aromatic acids, and primary and secondary amines. It is compatible with acids bearing unprotected alcohol, phenol, and ketone moieties and applicable to the synthesis of peptides. It does not induce their a-epimerization.

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.