Tetrahedron letters

Selective monodeacetylation of methyl 2, 3, 5-tri-O-acetyl-D-arabinofuranoside using biocatalyst

SJ Jun, MS Moon, SH Lee, CS Cheong, KS Kim

Index: Sook, Jin Jun; Man, Sik Moon; So, Ha Lee; Chan, Seong Cheong; Kwan, Soo Kim Tetrahedron Letters, 2005 , vol. 46, # 30 p. 5063 - 5065

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Citation Number: 13

Abstract

Methyl arabinofuranoside was fully acetylated to methyl 2, 3, 5-tri-O-acetyl-d- arabinofuranoside and it was regioselectively deacetylated using enzymes. Rhizopus oryzae esterase gave methyl 3, 5-di-O-acetyl-d-arabinofuranoside, regioselectively. This protected was deoxygenized to 3, 5-di-O-acetyl-d-2-deoxyarabinofuranoside using hypophosphorous acid.

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