An environmentally benign protocol for the synthesis of sugar 1,2-orthoesters in poly(ethylene glycol) dimethyl ether (DMPE)

Jian Yang; Shanqiao Wei; Jinzhong Zhao; Wei Zeng; Huawu Shao; Xiaofeng Ma

doi:10.1016/j.carres.2023.108902

An environmentally benign protocol for the synthesis of sugar 1,2-orthoesters in poly(ethylene glycol) dimethyl ether (DMPE)

Carbohydr Res. 2023 Dec:534:108902. doi: 10.1016/j.carres.2023.108902. Epub 2023 Jul 20.

Authors

Jian Yang¹, Shanqiao Wei¹, Jinzhong Zhao¹, Wei Zeng¹, Huawu Shao², Xiaofeng Ma³

Affiliations

¹ Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, PR China; University of Chinese Academy of Sciences, Beijing, 100049, PR China.
² Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, PR China. Electronic address: shaohw@cib.ac.cn.
³ Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, PR China; University of Chinese Academy of Sciences, Beijing, 100049, PR China. Electronic address: maxf@cib.ac.cn.

PMID: 38006705
DOI: 10.1016/j.carres.2023.108902

Abstract

An environmentally benign procedure has been developed for the synthesis of sugar orthoesters using anhydrous sodium acetate in poly (ethylene glycol)dimethyl ether (DMPE). Various sugar orthoesers were prepared without using volatile organic solvent and quaternary ammonium salt. The sugar orthoesters were obtained in good to excellent yields.

Keywords: Environmentally benign; Polyethylene glycol; Sugar 1,2-orthoesters; Synthesis.

MeSH terms

Ethers
Polyethylene Glycols*
Sugars*

Substances

poly(ethylene glycol) dimethyl ether
1,2-dimyristoylphosphatidylethanolamine
Sugars
Polyethylene Glycols
Ethers