Studies on Diastereofacial Selectivity of a Chiral tert-Butanesulfinimines for the Preparation of (S)-3-Methyl-1-(2-piperidin-1-yl-phenyl)butylamine for the Synthesis of Repaglinide

被引:2
|
作者
Nagarajan, Periyandi [1 ,2 ]
Rajendiran, Chinnapillai [1 ]
Naidu, A. [2 ]
Dubey, P. K. [2 ]
机构
[1] Suven Life Sci Ltd, R&D Ctr, IDA, Hyderabad 500055, Andhra Pradesh, India
[2] JNT Univ, Dept Chem, Hyderabad 500085, Andhra Pradesh, India
关键词
R(+)-tert-butanesulfinamide; S(-)-tert-butanesulfinamide; 2-Piperdin-1-yl-benzaldehyde; Titanium tetraethoxide; GLIBENCLAMIDE;
D O I
10.14233/ajchem.2013.15539
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new method for the asymmetric synthesis of a series of chiral amines including (S)-3-methyl-1-(2-piperidin-1-yl-phenyl)butylamine (2a) a key intermediate to prepare antidiabetic drug repaglinide by using Ellman's reagent tert-butanesulfinamide. Diastereoselective addition of organometallic reagents to t-butanesulfinimines and followed by acidic and basic treatment. The obtained chiral amines were characterized by NMR, MS and other analytical data.
引用
收藏
页码:9345 / 9350
页数:6
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