Application of DEPBT for synthesis of N-protected peptide alcohols and its derivatives

被引：14

作者：

Liu, P ^{[1
]}

Sun, BY ^{[1
]}

Chen, XH ^{[1
]}

Tian, GL ^{[1
]}

Ye, YH ^{[1
]}

机构：

[1] Peking Univ, Dept Chem, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2002年 / 32卷 / 03期

基金：

中国国家自然科学基金;

关键词：

DEPBT; coupling reagent; peptide alcohol; N-glycopeptide;

D O I：

10.1081/SCC-120002133

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of N-protected peptide alcohols and one N-glycopeptide derivative were synthesized using DEPBT. We showed that the carboxyl group selectively reacted with amino group of the amino component in the presence of unprotected hydroxy groups.

引用

页码：473 / 480

页数：8

共 7 条

[1] [IN-111-DTPA-D-PHE1]-OCTREOTIDE, A POTENTIAL RADIOPHARMACEUTICAL FOR IMAGING OF SOMATOSTATIN RECEPTOR-POSITIVE TUMORS - SYNTHESIS, RADIOLABELING AND INVITRO VALIDATION [J].

BAKKER, WH ;

ALBERT, R ;

BRUNS, C ;

BREEMAN, WAP ;

HOFLAND, LJ ;

MARBACH, P ;

PLESS, J ;

PRALET, D ;

STOLZ, B ;

KOPER, JW ;

LAMBERTS, SWJ ;

VISSER, TJ ;

KRENNING, EP .

LIFE SCIENCES, 1991, 49 (22) :1583-1591

[2] A novel organophosphorus compound as a coupling reagent for peptide synthesis [J].

Fan, CX ;

Hao, XL ;

Ye, YH .

SYNTHETIC COMMUNICATIONS, 1996, 26 (07) :1455-1460

[3] SYNTHESIS OF PEPTIDE DERIVED AMINO-ALCOHOLS .2. SYNTHETIC METHODOLOGY FOR THE PREPARATION OF TERTIARY ALCOHOLS [J].

GODFREY, JD ;

GORDON, EM ;

VONLANGEN, DJ .

TETRAHEDRON LETTERS, 1987, 28 (15) :1603-1606

[4] 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one (DEPBT):: A new coupling reagent with remarkable resistance to racemization [J].

Li, HT ;

Jiang, XH ;

Ye, YH ;

Fan, CX ;

Romoff, T ;

Goodman, M .

ORGANIC LETTERS, 1999, 1 (01) :91-93

[5] SOLID-PHASE SYNTHESIS OF C-TERMINAL PEPTIDE AMINO-ALCOHOLS [J].

NEUGEBAUER, W ;

ESCHER, E .

HELVETICA CHIMICA ACTA, 1989, 72 (06) :1319-1323

[6] SOLID-PHASE SYNTHESIS OF GLYCOPEPTIDES - SYNTHESIS OF N-ALPHA-FLUORENYLMETHOXYCARBONYL L-ASPARAGINE N-BETA-GLYCOSIDES [J].

URGE, L ;

KOLLAT, E ;

HOLLOSI, M ;

LACZKO, I ;

WROBLEWSKI, K ;

THURIN, J ;

OTVOS, L .

TETRAHEDRON LETTERS, 1991, 32 (29) :3445-3448

[7]

孙滨源, 1999, [北京大学学报. 自然科学版, Acta Scientiarum Naturalium Universitatis Pekinensis], V35, P441

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