Published May 2013 | Version v1
Journal article

Chiral Pool Synthesis of N-Cbz-cis-(3R,4R)-3-methylamino-4-methylpiperidine from L-Malic acid

  • 1. Zhejiang Univ., Hangzhou (China)
  • 2. Luoyang Normal Univ., Luoyang (China)
  • 3. Hutchison Medipharma Limited, Shanghai (China)

Description

A new synthetic route to N-Cbz-cis-(3R,4R)-3-methylamino-4-methylpiperidine, key intermediate for CP-690,550, was disclosed with L-malic acid as the chiral pool starting material. The title compound was obtained in 16 steps with a total yield of 26% and more than 98% ee

Additional details

Publishing Information

Journal Title
Bulletin of the Korean Chemical Society
Journal Volume
34
Journal Issue
5
Series
54 refs, 7 figs
Journal Page Range
p. 1371-1377
ISSN
0253-2964

INIS

Country of Publication
Korea, Republic of
Country of Input or Organization
Korea, Republic of
INIS RN
45103517
Subject category
S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY;
Descriptors DEI
ENANTIOMORPHS; MALIC ACID; METHYLAMINE; SYNTHESIS
Descriptors DEC
AMINES; CARBOXYLIC ACIDS; HYDROXY ACIDS; ISOMERS; ORGANIC ACIDS; ORGANIC COMPOUNDS