FIRST SYNTHESIS OF THE PHOSPHONO ANALOG OF N-ACETYL-ALPHA-D-MANNOSAMINE 1-PHOSPHATE

被引：12

作者：

CIPOLLA, L ^{[1
]}

LAY, L ^{[1
]}

NICOTRA, F ^{[1
]}

PANZA, L ^{[1
]}

RUSSO, G ^{[1
]}

机构：

[1] UNIV MILAN,CNR,CTR STUDIO SOSTANZE ORGAN NAT,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 19期

关键词：

D O I：

10.1039/c39950001993

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of 2,3,5-tri-O-benzyl-D-arabinose with divinylzinc, and subsequent mercuriocyclisation and iododemercuriation stereoselectivity affords the alpha-C-glucopyranosyl iodide 3 with a free hydroxy group at C-2; temporary protection of the free hydroxy group, treatment of the iodide with triethylphosphite to afford the corresponding phosphonate, deprotection of the hydroxy group, oxidation, oximation, catalytic hydrogenation and acetylation, afford the phosphono analogue of N-acetyl-alpha-D-mannosamine 1-phosphate.

引用

页码：1993 / 1994

页数：2

共 23 条

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