Zhenming Chen

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Name:
Organization: Hangzhou Normal University
Department: Lab of Biocatalysis
Title:
Co-reporter:Chen Li, Bin-Feng Li, Jian-Ge Chen, Tao Sun, and Zhenming Chen
Organic Process Research & Development 2012 Volume 16(Issue 12) pp:2021-2024
Publication Date(Web):August 29, 2012
DOI:10.1021/op3001542
A robust chemical process to produce N,N-diallyl (1R,2R)-2-(aminomethyl)-1-(2-thienyl)cyclopropanecarboxamide (2) has been developed and optimized. This unique process, employing the MsCl/NaN3 and Zn/NH4Cl system, overcomes many pitfalls of the literature reported processes, which mostly use chromatographic purification and catalytic hydrogenation with Pd/C. In addition, this novel process overcomes the safety concern with handling amide azide (8), as demonstrated by the results of the drop weight test and differential scanning calorimetry (DSC). This process has been successfully scaled-up to prepare several multikilogram batches of the target compound with overall yields of 80%, which is 15 times higher than those of reported procedures.
(R)-1-(2,6-Dimethylphenoxy)propan-2-amine
(S)-1-(2,6-Dimethylphenoxy)propan-2-amine
NADPH
ZIRCONIUM NITRIDE