Download PDF
Synthesis 2007(5): 683-692  
DOI: 10.1055/s-2007-965913
PAPER
© Georg Thieme Verlag Stuttgart · New York

Glycosylation and Pyranose-Furanose Isomerization of Carbohydrates Using HClO4-SiO2: Synthesis of Oligosaccharides Containing Galactofuranose [1]

Chinmoy Mukherjee, Anup Kumar Misra*
Medicinal and Process Chemistry Division, Central Drug Research Institute, Chattar Manzil Palace, Lucknow 226001, UP, India
Fax: +91(522)2223938; Fax: +91(522)2223405; e-Mail: akmisra69@rediffmail.com;
Further Information

Publication History

Received 31 July 2006
Publication Date:
25 January 2007 (online)

    Permissions and Reprints All articles of this category

Abstract

A series of di- and trisaccharides containing 6-O-linked galactofuranose were synthesized as an anomeric mixture of methyl glycosides using silica-supported perchloric acid.

Key words

carbohydrates - galactofuranose - glycosylations - ring transformation - HClO4-SiO2

1

CDRI communication no. 7021.

1

CDRI communication no. 7021.

11

Preparation of HClO4-SiO2: aq HClO4 (70%, 1.8 g, 12.5 mmol) was added to a suspension of SiO2 (230-400 mesh, 23.7 g) in Et2O (70.0 mL). The mixture was concentrated and the residue was heated at 100 °C for 72 h under vacuum to furnish HClO4-SiO2 (0.5 mmol/g) as a free-flowing powder.