New approach to nonracemic 1-alkylamino-3-aryloxypropan-2-ols belonging tobeta-blockers via cyclic sulfites

Authors
Bredikhina, ZA Pashagin, AV Savel'ev, DV Bredikhin, AA
Citation
Za. Bredikhina et al., New approach to nonracemic 1-alkylamino-3-aryloxypropan-2-ols belonging tobeta-blockers via cyclic sulfites, RUSS CHEM B, 50(3), 2001, pp. 436-439
Citations number
19
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
50
Issue
3
Year of publication
2001
Pages
436 - 439
Database
ISI
SICI code
1066-5285(200103)50:3<436:NATN1B>2.0.ZU;2-H
Abstract
Nonracemic beta -blockers, viz., (S)-propranolol and (S)-timolol, were prep ared from (S)-glycidol in three steps consisting in the reaction with SOCl2 followed by the reaction of the resulting (4S)-4-chloromethyl-2-oxo-1,3,2- dioxathiolanes with the corresponding phenol and the final cleavage of (4R) -aryloxymethyl sulfites under the action of amines in DMF.