Synthesis of 4-Nitrophenyl 2-Acetamido-2-deoxy-β-D-mannopyranoside and 4-Nitrophenyl 2-Acetamido-2-deoxy-α-D-mannopyranoside

…, M Kuzma, IF Pelyvás, P Simerská…

Index: Krist, Pavel; Kuzma, Marek; Pelyvas, Istvan F.; Simerska, Pavla; Kren, Vladimir Collection of Czechoslovak Chemical Communications, 2003 , vol. 68, # 4 p. 801 - 811

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Citation Number: 18

Abstract

Abstract The title compounds were synthesized by the selective reduction of the azido group in 4-nitrophenyl 3, 4, 6-tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside (8) and 4- nitrophenyl 3, 4, 6-tri-O-acetyl-2-azido-2-deoxy-β-D-mannopyranoside (11), and by subsequent acetylation. Compound 8 was prepared by opening of the epoxide ring in methyl 2, 3-anhydro-4, 6-O-benzylidene-α-D-glucopyranoside (1) with sodium azide, ...

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