A novel synthesis of β-d-mannopyranosyl azide by phase transfer catalysis

A novel synthesis of β-d-mannopyranosyl azide by phase transfer catalysis Full article

Journal

Carbohydrate Research
ISSN: 1873-426X , E-ISSN: 0008-6215

Output data

Year: 2009, Volume: 344, Number: 2, Pages: 240-244 Pages count : 5 DOI: 10.1016/j.carres.2008.10.027

Authors

Abronina Polina I. ¹ , Kachala Vadim V. ¹ , Kononov Leonid O. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky Prospect, 47, 119991 Moscow, Russian Federation

A simple stereoselective synthesis of per-O-benzoyl-β-d-mannopyranosyl azide from per-O-benzoyl-α-d-mannopyranosyl bromide using phase transfer catalysis was developed. The stereochemistry at C-1 of the anomeric O-benzoylated α- and β-d-mannopyranosyl azides was unambiguously established using 2D NOESY NMR spectroscopy. Pure deprotected β-d-mannopyranosyl azide was prepared by debenzoylation with sodium methoxide in methanol.

Abronina P.I. , Kachala V.V. , Kononov L.O.
A novel synthesis of β-d-mannopyranosyl azide by phase transfer catalysis
Carbohydrate Research. 2009. V.344. N2. P.240-244. DOI: 10.1016/j.carres.2008.10.027 WOS Scopus OpenAlex

Web of science:	WOS:000262798700013
Scopus:	2-s2.0-57749187846
OpenAlex:	W2027831396

DB	Citing
OpenAlex	6
Scopus	7
Web of science	7