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Synfacts 2010(10): 1100-1100  
DOI: 10.1055/s-0030-1258069
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (R)-Bufuralol

Contributor(s): Philip Kocienski
E. V. Johnston, K. Bogár*, J.-E. Bäckvall*
Stockholm University and AstraZeneca R&D, Södertälje, Sweden
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Publication History

Publication Date:
22 September 2010 (online)

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Significance

Bufuralol is a non-selective β-adrenoceptor blocker comparable to propanol-ol in potency. It is also a β-adrenergic receptor antagonist and an inhibitor of testosterone 6β-hydroxylase. The key step in the synthesis depicted is the dynamic kinetic resolution of racemic chlorohydrin F using racemization catalyst G together with selective esterification of the (R)-chlorohydrin F by lipase PS-C Amano II and isopropenyl acetate.