Chavan, Anil B. ; Maikap, Golak C. ; Gurjar, Mukund K. (2009) An efficient process of racemization of 3-(carbamoylmethyl)-5-methylhexanoic acid: a pregabalin intermediate Organic Process Research & Development, 13 (4). pp. 812-814. ISSN 1083-6160
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Official URL: http://pubs.acs.org/doi/abs/10.1021/op900064x
Related URL: http://dx.doi.org/10.1021/op900064x
Abstract
A simple and cost-effective process for racemization of undesired (S)-3-(carbamoylmethyl)-5-methylhexanoic acid (9), produced during the resolution step, is described. The literature procedure is fraught with many difficulties including number of steps and hazardous reagents. We have developed a one pot process for the above-mentioned racemization of S-enantiomer. The basic objective is to convert S-enantiomer into the symmetrical glutarimide derivative followed by hydrolysis with an alkali. The transformation of 9 into glutarimide derivative (10) has been achieved with piperidine in refluxing toluene.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 11382 |
| Deposited On: | 09 Nov 2010 05:14 |
| Last Modified: | 02 Jun 2011 09:37 |
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