US 6,982,349 B1 | ||
Process for producing atenolol of high optical purity | ||
Satish Ramanlal Mehta, Maharashtra (India); Baburao Manikroa Bhawal, Maharashtra (India); Vishnu Hari Deshpande, Maharashtra (India); and Mukund Keshav Gurjar, Maharashtra (India) | ||
Assigned to Emcure Pharmaceuticals Limited, Pune (India) | ||
Filed on Nov. 05, 2003, as Appl. No. 10/701,942. | ||
Claims priority of application No. 1148/MUM/2003 (IN), filed on Oct. 31, 2003. | ||
Int. Cl. C07C 233/05 (2006.01) |
U.S. Cl. 564—165 | 8 Claims |
1. An improved process for the preparation of (S)-atenolol (1), comprising the steps of:
a) reacting a phenol of formula:
![]() with an (R)-epichlorohydrin of formula:
![]() in the presence of an alkali metal hydroxide and a quaternary ammonium salt as a phase transfer catalyst in a solely aqueous
solution at a temperature of −10° C. to 0° C. to obtain optically active intermediate glycidyl ether of formula:
![]() b) reacting the optically active intermediate glycidil ether (4) with isopropylamine at 10° to 40° C. to obtain (S)-atenolol
of formula
![]() in high optical purity of >99% ee.
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