Literature DB >> 17064054

Efficient synthesis of D-erythro-sphingosine and D-erythro-azidosphingosine from D-ribo-phytosphingosine via a cyclic sulfate intermediate.

Sanghee Kim1, Sukjin Lee, Taeho Lee, Hyojin Ko, Deukjoon Kim.   

Abstract

The synthesis of naturally occurring d-erythro-sphingosine and synthetically useful D-erythro-2-azidosphingosine from commercially available d-ribo-phytosphingosine is described. An important feature of this synthesis is the selective transformation of the 3,4-vicinal diol of phytosphingosine into the characteristic E-allylic alcohol of sphingosine via a cyclic sulfate intermediate.

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Year:  2006        PMID： 17064054     DOI： 10.1021/jo0614543

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids.

Authors:  Yunpeng Liu; Liuqing Wen; Lei Li; Madhusudhan Reddy Gadi; Wanyi Guan; Kenneth Huang; Zhongying Xiao; Mohui Wei; Cheng Ma; Qing Zhang; Hai Yu; Xi Chen; Peng George Wang; Junqiang Fang
Journal:  European J Org Chem       Date:  2016-08-16

2.  Highly efficient chemoenzymatic synthesis and facile purification of α-Gal pentasaccharyl ceramide Galα3nLc4βCer.

Authors:  Abhishek Santra; Yanhong Li; Hai Yu; Teri J Slack; Peng George Wang; Xi Chen
Journal:  Chem Commun (Camb)       Date:  2017-07-20       Impact factor: 6.222

3.  Neritinaceramides A-E, new ceramides from the marine bryozoan Bugula neritina inhabiting South China Sea and their cytotoxicity.

Authors:  Xiang-Rong Tian; Hai-Feng Tang; Jun-Tao Feng; Yu-Shan Li; Hou-Wen Lin; Xiao-Pei Fan; Xing Zhang
Journal:  Mar Drugs       Date:  2014-04-02       Impact factor: 5.118
  3 in total

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