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Vol. 27 No. 10 (2015): Vol 27 Issue 10

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A Short Route for Large-Scale Synthesis of Per-O-acetylated C-1 Hydroxyglycopyranose

https://doi.org/10.14233/ajchem.2015.18980
Ahmed Bari
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box: 2457, Riyadh 11451, Saudi Arabia; Research Center, College of Pharmacy, King Saud University, P.O. Box: 2457, Riyadh 11451, Saudi Arabia
Amer M. Alanazi
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box: 2457, Riyadh 11451, Saudi Arabia
Saeed Ali Syed
Research Center, College of Pharmacy, King Saud University, P.O. Box: 2457, Riyadh 11451, Saudi Arabia
Abdulrahman M. Al-Obaid
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box: 2457, Riyadh 11451, Saudi Arabia
Maher M. Al-Jabal
Research Center, College of Pharmacy, King Saud University, P.O. Box: 2457, Riyadh 11451, Saudi Arabia
Hoong-Kun Fun
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box: 2457, Riyadh 11451, Saudi Arabia; X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia

Corresponding Author(s) : Ahmed Bari

abari@ksu.edu.sa

Asian Journal of Chemistry, Vol. 27 No. 10 (2015): Vol 27 Issue 10

Abstract

A short route for large scale synthesis of C-1 hydroxypyranose was developed starting from L-rhamnose and D-mannose. The selective hydrolysis at anomeric carbon was carried out in the presence of catalytic amount of zinc. In the current paper, X-ray crystallographic studies of 2,3,4-tri-O-acetyl-a-L-rhamnopyranose was also exploited, which crystallizes in tetragonal space group I4 along with three water molecules in asymmetric unit.

Keywords

Nucleosides Glycosylation O-Deacetylated Oligosaccharides Hydroxyglucopyranoses L-Rhamnose D-Mannose
Bari, A., M. Alanazi, A., Ali Syed, S., M. Al-Obaid, A., M. Al-Jabal, M., & Fun, H.-K. (2015). A Short Route for Large-Scale Synthesis of Per-O-acetylated C-1 Hydroxyglycopyranose. Asian Journal of Chemistry, 27(10), 3786–3788. https://doi.org/10.14233/ajchem.2015.18980
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