Beneficial participation of the polymer: Improvement in polymer-supported oligosaccharide synthesis

被引：26

作者：

Mehta, S ^{[1
]}

Whitfield, D ^{[1
]}

机构：

[1] Natl Res Council Canada, Inst Biol Sci, Ottawa, ON K1A 0R6, Canada

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(98)01260-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reagent combination scandium(III) trifluoromethanesulfonate and acetic anhydride efficiently. cleaves oligosaccharides bound to the polyethylene glycol (PEG) polymer-support via the dioxyxylene (DOX) tinker. Unexpectedly, the site of cleavage is between the DOX linker and the PEG polymer. This method of cleavage allows for the use of DOX as a linker for synthesis on polystyrene-polyethylene glycol, PS-PEG beads. Crown copyright (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：5907 / 5910

页数：4

共 30 条

[1] A pH cleavable linker for zone diffusion assays and single bead solution screens in combinatorial chemistry [J].

Atrash, B ;

Bradley, M .

CHEMICAL COMMUNICATIONS, 1997, (15) :1397-1398

[2]

BERGBREITER DE, 1995, TETRAHEDRON LETT, V36, P4757

[3] COORDINATION AND CONFORMATION IN PEO, PEGM AND PEG SYSTEMS CONTAINING LITHIUM OR LANTHANUM TRIFLATE [J].

BERNSON, A ;

LINDGREN, J ;

HUANG, WW ;

FRECH, R .

POLYMER, 1995, 36 (23) :4471-4478

[4] ZINC-PROMOTED SELECTIVE CLEAVAGE OF ETHERS IN PRESENCE OF ACYL CHLORIDE [J].

BHAR, S ;

RANU, BC .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (03) :745-747

[5]

Castellani CB, 1996, TETRAHEDRON, V52, P11045

[6] A STRATEGY FOR THE SOLID-PHASE SYNTHESIS OF OLIGOSACCHARIDES [J].

DANISHEFSKY, SJ ;

MCCLURE, KF ;

RANDOLPH, JT ;

RUGGERI, RB .

SCIENCE, 1993, 260 (5112) :1307-1309

[7] Non-acidic cleavage of wang-derived ethers from solid support: Utilization of a mixed-bed scavenger for DDQ [J].

Deegan, TL ;

Gooding, OW ;

Baudart, S ;

Porco, JA .

TETRAHEDRON LETTERS, 1997, 38 (28) :4973-4976

[8] POLYMER-SUPPORTED SOLUTION SYNTHESIS OF OLIGOSACCHARIDES [J].

DOUGLAS, SP ;

WHITFIELD, DM ;

KREPINSKY, JJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) :5095-5097

[9] POLYMER-SUPPORTED SOLUTION SYNTHESIS OF OLIGOSACCHARIDES USING A NOVEL VERSATILE LINKER FOR THE SYNTHESIS OF D-MANNOPENTAOSE, A STRUCTURAL UNIT OF D-MANNANS OF PATHOGENIC YEASTS [J].

DOUGLAS, SP ;

WHITFIELD, DM ;

KREPINSKY, JJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (07) :2116-2117

[10] Polymer-supported solution synthesis of heparan sulphate-like oligomers [J].

DreefTromp, CM ;

Willems, HAM ;

Westerduin, P ;

vanVeelen, P ;

vanBoeckel, CAA .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (09) :1175-1180

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