A simplified synthesis of the diastereomers of levuglandin E2

V Amarnath, K Amarnath, T Masterson…

Index: Amarnath, Venkataraman; Amarnath, Kalyani; Masterson, Tina; Davies, Sean; Roberts II, Jackson Synthetic Communications, 2005 , vol. 35, # 3 p. 397 - 408

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Citation Number: 21

Abstract

Abstract We report a synthesis of Levuglandin E2, as a mixture of easily separable diastereomers (15??E2??isoketals). The key feature is the protection of its reactive aldehyde as dimethyl acetal, which is introduced with 2, 2??dimethoxyethanal and removed in minutes with Montmorillonite K??10. The synthesis could be modified to the preparation of 15??E2?? isoketals with stable isotopes or with radiolabels.

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