The Journal of Organic Chemistry

Synthesis of the Adrenergic Bronchodilators (R)-Terbutaline and (R)-Salbutamol from (R)-Cyanohydrins1

F Effenberger, J Jäger

文献索引：Effenberger, Franz; Jaeger, Juergen Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 3867 - 3873

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被引用次数: 62

摘要

Stereoselective syntheses of (R)-terbutaline and (R)-salbutamol acetal, which are important bronchodilators, starting from O-protected (R)-cyanohydrins are described.(R)-Terbutaline hydrochloride (R)-9⊙ HCl is obtained in an overall yield of 44% with> 98% ee from the O- bisallyl-protected cyanohydrin (R)-4k via a Ritter N-tertiary butylation to the amide (R)-6a, hydrogenation to the amino alcohol (R)-7a, and deprotection of the hydroxyl functions.(R)- ...