A novel linkage for the solid-phase synthesis of hydroxamic acids

被引：49

作者：

Bauer, U ^{[1
]}

Ho, WB ^{[1
]}

Koskinen, AMP ^{[1
]}

机构：

[1] UNIV OULU,DEPT CHEM,FI-90571 OULU,FINLAND

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 41期

关键词：

D O I：

10.1016/S0040-4039(97)01678-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel linkage for the solid-phase synthesis of hydroxamic acids is described and its facile application for the solid phase synthesis of peptidyl, succinyl and urea-type hydroxamic acids is illustrated. Cleavage is induced under mild acidic conditions by treatment with formic acid in THF, providing hydroxamic acids in high purity and fair to good yields. (C) 1997 Elsevier Science Ltd.

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收藏

页码：7233 / 7236

页数：4

相关论文

共 8 条

[1] Recent advances in matrix metalloproteinase inhibitor research [J].

Beckett, RP ;

Davidson, AH ;

Drummond, AH ;

Huxley, P ;

Whittaker, M .

DRUG DISCOVERY TODAY, 1996, 1 (01) :16-26

[2] A method for the synthesis of hydroxamic acids on solid phase [J].

Floyd, CD ;

Lewis, CN ;

Patel, SR ;

Whittaker, M .

TETRAHEDRON LETTERS, 1996, 37 (44) :8045-8048

[3] NEW COUPLING REAGENTS IN PEPTIDE CHEMISTRY [J].

KNORR, R ;

TRZECIAK, A ;

BANNWARTH, W ;

GILLESSEN, D .

TETRAHEDRON LETTERS, 1989, 30 (15) :1927-1930

[4] Solid-phase synthesis of 5,6-dihydropyrimidine-2,4-diones [J].

Kolodziej, SA ;

Hamper, BC .

TETRAHEDRON LETTERS, 1996, 37 (30) :5277-5280

[5] N-Fmoc-aminooxy-2-chlorotrityl polystyrene resin: A facile solid-phase methodology for the synthesis of hydroxamic acids [J].

Mellor, SL ;

McGuire, C ;

Chan, WC .

TETRAHEDRON LETTERS, 1997, 38 (18) :3311-3314

[6]

NEILANDS JB, 1974, ANGEW CHEM INT EDIT, V13, P376

[7] A TFA-cleavable linkage for solid-phase synthesis of hydroxamic acids [J].

Richter, LS ;

Desai, MC .

TETRAHEDRON LETTERS, 1997, 38 (03) :321-322

[8] EFFICIENT METHOD FOR THE PREPARATION OF PEPTOIDS [OLIGO(N-SUBSTITUTED GLYCINES)] BY SUBMONOMER SOLID-PHASE SYNTHESIS [J].

ZUCKERMANN, RN ;

KERR, JM ;

KENT, SBH ;

MOOS, WH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (26) :10646-10647