Journal
SYNTHETIC COMMUNICATIONS
Volume 35, Issue 3, Pages 397-408Publisher
MARCEL DEKKER INC
DOI: 10.1081/SCC-200048945
Keywords
Levuglandin E-2; dimethyl acetal of reactive aldehyde; montmorillonite deprotection
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We report a synthesis of Levuglandin E-2, as a mixture of easily separable diastereomers (15-E-2-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-E-2-isoketals with stable isotopes or with radiolabels.
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