SYNTHESIS OF ALLYL 3-DEOXY-D-MANNO-2-OCTULOPYRANOSIDIC ACID 4-PHOSPHATES AND 5-PHOSPHATES
SYNTHESIS OF ALLYL 3-DEOXY-D-MANNO-2-OCTULOPYRANOSIDIC ACID 4-PHOSPHATES AND 5-PHOSPHATES
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DOI：
10.1246/bcsj.64.3267
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发表时间：
1991-11-01
影响因子：
4
通讯作者：
KUSUMOTO, S
中科院分区：
文献类型：
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作者：
FUKASE, K;KAMIKAWA, T;KUSUMOTO, S
合成了吡喃糖苷3-脱氧-D-甘露-2-辛酮糖酸（Kdo）的4位或5位磷酸化的烯丙基糖苷（酮苷），目的是研究磷酸化Kdo的生物学性质。从二异亚丙基Kdo的吡喃糖苷氟化物制备的α-和β-烯丙基糖苷在7-和8-位被保护，然后通过亚磷酰胺程序在4-或5-位被O-磷酸化。分离位置异构体，然后脱保护，得到纯态的四种化合物。
Allyl glycosides (ketosides) of pyranosidic 3-deoxy-D-manno-2-octulosonic acid (Kdo), phosphorylated at either positions 4 or 5 were synthesized with the aim to study the biological properties of phosphorylated Kdo. The alpha- and beta-allyl glycosides prepared from a pyranosidic fluoride of diisopropylidene Kdo were protected at the 7- and 8-positions, and then O-phosphorylated at the 4- or 5-position by the phosphoramidite procedure. Separation of the positional isomers followed by deprotection afforded four compounds in pure states.