Synthesis of α-D-Ga1p-(1→3)-β-D-Ga1f-(1→3)-D-Man, a terminal trisaccharide of Leishmania type-2 glycoinositolphospholipids

被引：33

作者：

Gandolfi-Donadio, L ^{[1
]}

Gallo-Rodriguez, C ^{[1
]}

de Lederkremer, RM ^{[1
]}

机构：

[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CIHIDECAR, RA-1428 Buenos Aires, DF, Argentina

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 13期

关键词：

D O I：

10.1021/jo016290z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of alpha-D-Galp-(1-->3)-beta-D-Galf-(1-->3)-D-Man, present in the type-2 glycoinositolphospholipids and in the core of the lipophosphoglycan of Leishmania, is described. The glycosyl aldonolactone approach, followed by reduction of the lactone with diisoamylborane, was utilized for the introduction of the internal galactofuranosyl unit and the trichloroacetimidate method for the O-glycosidation reaction. A high-yield synthesis of the O-D-Galf-(1-->3)-D-Man unit, also present in the lipopeptidophosphoglycan of Trypanosoma cruzi, is reported.

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页码：4430 / 4435

页数：6

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