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Chiron approach for the synthesis of (1S,2R,5R,7S)-2-hydroxy-exo-brevicomin
Affiliation:1. School of Pharmacy, North China University of Science and Technology, Tangshan 063000, China;2. School of Public Health, North China University of Science and Technology, Tangshan 063000, China;3. Affiliated Hospital, North China University of Science and Technology, Tangshan 063000, China;4. School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China
Abstract:(1S,2R,5R,7S)-2-Hydroxy-exo-brevicomin ent-1 was synthesized from 1,2;5,6-di-O-isopropylidene-d-glucose in seven steps. The key reaction in our synthesis is the formation of bicyclic ketal 7 under acid mediated acetal exchange of a 1,2-acetonide of d-glucose derivative 6.
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