Selective Acetylation of the Primary Hydroxyl Group in Methyl D-Hexopyranosides with a Mixture of Acetic Anhydride and Acetic Acid

Selective Acetylation of the Primary Hydroxyl Group in Methyl D-Hexopyranosides with a Mixture of Acetic Anhydride and Acetic Acid Full article

Journal

Russian Journal of Bioorganic Chemistry
ISSN: 1608-330X , E-ISSN: 1573-9163

Output data

Year: 2021, Volume: 47, Number: 1, Pages: 99-102 Pages count : 4 DOI: 10.1134/s106816202101026x

Authors

Tsvetkov Y.E. ¹ , Yashunsky D.V. ¹ , Nifantiev N.E. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia

6-O-Acetylated derivatives of D-hexopyranosides are valuable intermediates in synthetic carbohydrate chemistry. We have developed a new simple procedure for selective acetylation of the primary hydroxyl group in methyl D-hexopyranosides consisting in treatment with a mixture of acetic anhydride and acetic acid at 50°C. As a result, corresponding 6-acetates were formed in 40–50% yield.

Tsvetkov Y.E. , Yashunsky D.V. , Nifantiev N.E.
Selective Acetylation of the Primary Hydroxyl Group in Methyl D-Hexopyranosides with a Mixture of Acetic Anhydride and Acetic Acid
Russian Journal of Bioorganic Chemistry. 2021. V.47. N1. P.99-102. DOI: 10.1134/s106816202101026x WOS Scopus OpenAlex

≡ Web of science:	WOS:000630869600005
≡ Scopus:	2-s2.0-85103350708
≡ OpenAlex:	W3137329931