title: An efficient and convenient formal synthesis of Jaspine B from D-xylose.
abstract: A formal synthesis of Jaspine B was completed in 42.4% overall yield with only three purification steps (one by crystallization and two by column chromatography). The key step in the synthesis involves a regio- and stereoselective epoxide ring-opening reaction and the configuration inversion of the C3-hydroxyl group through oxidation and reduction. All of the reagents and materials used were quite common and inexpensive.
authors.affiliation: School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, PR China.
authors.forename: Ming-Li
authors.initials: ML
authors.lastname: Zhao
authors.forename: En
authors.initials: E
authors.lastname: Zhang
authors.forename: Jie
authors.initials: J
authors.lastname: Gao
authors.forename: Zhao
authors.initials: Z
authors.lastname: Zhang
authors.forename: Yu-Tao
authors.initials: YT
authors.lastname: Zhao
authors.forename: Wen
authors.initials: W
authors.lastname: Qu
authors.forename: Hong-Min
authors.initials: HM
authors.lastname: Liu
mesh_terms: D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D003460:Crystallization; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D014994:Xylose / Q000737:chemistry*
chemical_list: C468594:pachastrissamine; D014994:Xylose; D013110:Sphingosine