Glycosylation of a newly functionalized orthoester derivative

Kohei Kawa; Tsuyoshi Saitoh; Eisuke Kaji; Shigeru Nishiyama

doi:10.3390/molecules19022602

Glycosylation of a newly functionalized orthoester derivative

Molecules. 2014 Feb 24;19(2):2602-11. doi: 10.3390/molecules19022602.

Authors

Kohei Kawa¹, Tsuyoshi Saitoh¹, Eisuke Kaji¹, Shigeru Nishiyama²

Affiliations

¹ Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan.
² Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan. nisiyama@chem.keio.ac.jp.

Abstract

Tandem glycosylation of the 6-O-Fmoc-substituted benzyl orthoester derivative 2a was carried out in moderate yields by electrogenerated acid (EGA). The Fmoc group was effectively removed under mild basic conditions, and the product was submitted to the subsequent glycosylation.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Esters / chemical synthesis
Esters / chemistry*
Glycosylation
Molecular Structure*

Substances

Esters