116586-82-4Relevant academic research and scientific papers
An efficient asymmetric synthesis of (S)-atenolol: Using hydrolytic kinetic resolution
Subhas Bose,Venkat Narsaiah
, p. 627 - 630 (2005)
Enantiomerically pure (S)-atenolol was prepared by using (R,R) salen Co(III) complex for the resolution of terminal epoxide. This process was carried out at room temperature in excellent enantio selectivity. The method can be applied for large-scale preparation of (S)-atenolol without any problem.
Process for the preparation of esters of 4-(2,3-epoxypropoxy)phenylacetic acid and 4-(2-hydroxy-3-isopropylamino-propoxy)phenylacetic acid and/or atenolol in stereospecific form
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, (2008/06/13)
S-(-)-atenolol (4-(2-hydroxy-3-isopropylaminopropoxy)phenyl acetamide) is obtained by a process including the step of stereo-specific epoxidation by an ester of 4-allyloxyphenyl-acetic acid using a micro-organism capable of stereo-selective epoxidation, e.g. Pseudomonasoleovorans, to produce the corresponding ester of 4-(2,3-epoxypropoxy)phenylacetic acid which is predominantly in S configuration. PseudomonasoleovoransATCC 29347 produces at least about 90% of the epoxypropoxy compound in Sconfiguration. The resulting epoxypropoxy compound can be converted into atenolol, maintaining the high proportion of Sconfiguration, by reacting the epoxypropoxy compound with isopropylamine and converting the ester group to an amide group by reaction with ammonia.
