Jump to main content
US EPA
United States Environmental Protection Agency
Search
Search
Main menu
Environmental Topics
Laws & Regulations
About EPA
Health & Environmental Research Online (HERO)
Contact Us
Print
Feedback
Export to File
Search:
This record has one attached file:
Add More Files
Attach File(s):
Display Name for File*:
Save
Citation
Tags
HERO ID
7458354
Reference Type
Journal Article
Title
An improved preparing process for rivastigmine
Author(s)
Wu, J; Zhou, P; Liu, Y; Jie, C; Cao, H; Peng, T; Li, X; Zhang, H
Year
2015
Is Peer Reviewed?
1
Journal
Zhongguo Yaoke Daxue Xuebao
ISSN:
1000-5048
Publisher
China Pharmaceutical University
Volume
46
Issue
4
Page Numbers
421-425
Language
Chinese
DOI
10.11665/j.issn.1000-5048.20150406
Abstract
An improved manufacturing process for rivastigmine (1) was developed by performing the condensation reaction of m-hydroxyacetophenone (4) with N-ethyl-N-methyl carbamoyl chloride, then Corey-Bakshi-Shibata (CBS) chiral reduction to (R) -3-(1-hydroxyethyl) phenyl ethyl (methyl) carbamate (2) and then mesylation with methanesulfonyl chloride and nucleophilic substitution with dimethylamine, respectively. To be successful, a crucial reductive process in the conversion of ketone (3) to chiralalcohol (2) had to be correctly understood and optimized via orthogonal experiment. The whole improved process was convenient for operation and purification, with completion of the synthesis of rivastigmine and an overall yield of 88%.
Keywords
Asymmetric synthesis; CBS reduction; Process improvement; Rivastigmine; acetophenone derivative; carbamic acid; ketone; m hydroxyacetophenone; rivastigmine; unclassified drug; Article; asymmetric synthesis; drug manufacture; drug synthesis; nucleophilicity; polymerization; reduction
Tags
Other
•
Harmful Algal Blooms- Health Effects
April 2021 Literature Search
Scopus
Home
Learn about HERO
Using HERO
Search HERO
Projects in HERO
Risk Assessment
Transparency & Integrity