First stereoselective total synthesis of (3R, 3aS, 6aR)-hexahydrofuro [2, 3-b] furan-3-yl (2R, 3S)-4-(4-amino-N-isobutyl phenylsulfonamido)-3-hydroxy-1-phenylbutan-2 …

KR Babu, VK Rao, Y Sudhakar…

文献索引：Babu, Kilaru Ravendra; Rao, Valasani Koteswara; Sudhakar, Yellapu; Raju, Chamarthi Naga Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2012 , vol. 51, # 6 p. 849 - 854

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摘要

Abstract: The stereoselective novel synthesis of (3R, 3aS, 6aR)-hexahydrofuro [2, 3-b] furan- 3-yl (2R, 3S)-4-(4-amino-N-isobutyl phenyl sulfonamido)-3-hydroxy-1-phenylbutan-2-yl- carbamate, has been accomplished in situ from the intermediate 4-amino-N-((2S, 3R)-3- amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzen sulfonamide 7. This reaction gives 88% yield, with an optical purity of 99.5% and diastereomeric purity of 99% for chiral alcohol 8.