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9-O-酰基唾液酸和4-O-乙酰基唾液酸的合成。

Synthesis of 9-O-acyl- and 4-O-acetyl-sialic acids.

作者信息

Ogura H, Furuhata K, Sato S, Anazawa K, Itoh M, Shitori Y

机构信息

School of Pharmaceutical Sciences, Kitasato University, Tokyo, Japan.

出版信息

Carbohydr Res. 1987 Sep 15;167:77-86. doi: 10.1016/0008-6215(87)80269-0.

Abstract

Various 9-O-acyl derivatives of N-acetyl- and N-glycoloyl-neuraminic acid, and O-(5-acetamido-3,5-dideoxy-D-glycero-alpha- and beta-D-galacto-2-nonulopyranosylonic acid)-(2----6)-O-beta-D-galactopyranosyl-(1----4)-D-glucopyranose were regioselectively synthesized by use of ortho esters. In addition, 5-acetamido-4-O-acetyl-D-glycero-D-galacto-2-nonulopyranosonic acid was prepared starting from the benzyl and methyl esters of N-acetylneuraminic acid.

摘要

利用原酸酯区域选择性地合成了N-乙酰神经氨酸和N-糖基化神经氨酸的各种9-O-酰基衍生物,以及O-(5-乙酰氨基-3,5-二脱氧-D-甘油-α-和β-D-半乳糖-2-壬酮吡喃糖醛酸)-(2→6)-O-β-D-吡喃半乳糖基-(1→4)-D-吡喃葡萄糖。此外,从N-乙酰神经氨酸的苄酯和甲酯出发制备了5-乙酰氨基-4-O-乙酰基-D-甘油-D-半乳糖-2-壬酮吡喃糖醛酸。

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