Literature DB >> 22341917

An efficient and convenient formal synthesis of Jaspine B from D-xylose.

Ming-Li Zhao1, En Zhang, Jie Gao, Zhao Zhang, Yu-Tao Zhao, Wen Qu, Hong-Min Liu.   

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.
Copyright © 2012 Elsevier Ltd. All rights reserved.

Entities:  

Mesh:

Substances:

Year:  2012        PMID: 22341917     DOI: 10.1016/j.carres.2012.01.013

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  2 in total

1.  Synthesis and biological evaluation of carbocyclic analogues of pachastrissamine.

Authors:  Yongseok Kwon; Jayoung Song; Hoon Bae; Woo-Jung Kim; Joo-Youn Lee; Geun-Hee Han; Sang Kook Lee; Sanghee Kim
Journal:  Mar Drugs       Date:  2015-02-03       Impact factor: 5.118

2.  Stereodivergent synthesis of jaspine B and its isomers using a carbohydrate-derived alkoxyallene as C3-building block.

Authors:  Volker Martin Schmiedel; Stefano Stefani; Hans-Ulrich Reissig
Journal:  Beilstein J Org Chem       Date:  2013-11-19       Impact factor: 2.883

  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.