912807-34-2

Basic information

• Product Name: (R)-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester
• Synonyms: (R)-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester
• CAS NO: 912807-34-2
• Molecular Weight: 319.401
• Mol File: 912807-34-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester(912807-34-2)
• EPA Substance Registry System: (R)-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester(912807-34-2)

Safety Data

• Hazardous Substances Data: 912807-34-2(Hazardous Substances Data)

Upstream product

• 115-11-7 isobutene 
• 160706-62-7 (R)-1-((benzyloxy)carbonyl)piperidine-3-carboxylic acid 

Downstream Products

• 912807-36-4 (R)-1-[(1R,2R,3S)-3-{(R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy}-2-(4-fluorophenyl)cyclopentylmethyl]piperidine-3-carboxylic acid tert-butyl ester 
• 912807-35-3 (R)-3-N-tert-butoxycarbonylaminopiperidine 

Relevant articles and documents

Stereoselective preparation of a cyclopentane-based NK1 receptor antagonist bearing an unsymmetrically substituted sec-sec ether

A highly efficient synthesis of the potent and selective NK-1 receptor antagonist 1 is described. The key transformation involved the etherification reaction between cyclopentanol 12 and chiral imidate 30 which was catalyzed by HBF4 to initially give ether 14 as a 17:1 mixture of diastereomers and in 75% combined yield. The diastereoselectivity was upgraded to 109:1 by crystallization of the triethylamine solvate 44 which was isolated in 54% yield from 12. Mechanistic studies confirmed that the etherification reaction proceeds through an unprecedented SN2 reaction pathway under typical S N1 reaction conditions.