A new synthesis of d-lyxose from d-arabinose

Fa-Zhan Liang; Yu Chen; Xian-Hua Pan; Zheng Xia; Ding-Ding Yuan

doi:10.1016/j.carres.2023.108782

A new synthesis of d-lyxose from d-arabinose

Carbohydr Res. 2023 Apr:526:108782. doi: 10.1016/j.carres.2023.108782. Epub 2023 Mar 17.

Authors

Fa-Zhan Liang¹, Yu Chen², Xian-Hua Pan³, Zheng Xia¹, Ding-Ding Yuan¹

Affiliations

¹ School of Perfume and Aroma Technology, Shanghai Institute of Technology, 100, Haiquan Road, Shanghai, 201418, PR China.
² School of Perfume and Aroma Technology, Shanghai Institute of Technology, 100, Haiquan Road, Shanghai, 201418, PR China; Shanghai Research Institute of Fragrance and Flavor Industry, 480, Nanning Road., Shanghai, 200232, PR China. Electronic address: chenyu@sit.edu.cn.
³ School of Perfume and Aroma Technology, Shanghai Institute of Technology, 100, Haiquan Road, Shanghai, 201418, PR China. Electronic address: panxh@sit.edu.cn.

PMID: 37001234
DOI: 10.1016/j.carres.2023.108782

Abstract

A new synthesis of rare d-lyxose from easily available d-arabinose is disclosed. The route includes 7 steps with a total 40% yield. Inversion of configuration at C3 promoted by DAST reagent is utilized on trans-2,3-di-hydroxy pentofuranose to provide cis-2,3-di-hydroxy pentofuranose, which is hardly synthesized using normal method.

Keywords: D-lyxose; DAST reagent; Pentofuranose; Synthesis; d-arabinose.

MeSH terms

Arabinose*
Pentoses*

Substances

lyxose
Arabinose
Pentoses