2,7-di-tert-butyl-Fmoc-P-OSu:: A new polymer-supported reagent for the protection of the amino group

被引：29

作者：

Chinchilla, R ^{[1
]}

Dodsworth, DJ ^{[1
]}

Nájera, C ^{[1
]}

Soriano, JM ^{[1
]}

机构：

[1] Univ Alicante, Dept Quim Organ, E-03080 Alicante, Spain

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 14期

关键词：

D O I：

10.1016/S0960-894X(02)00261-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The polymer-supported (2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate (Dtb-Fmoc-P-OSu), derived from (2,7-di-tert-butyl-9-fluorenyl)methyl chloroformate (Fmoc-Cl) and a polymeric N-hydroxysuccinimide (P-HOSu), has been used for the preparation of Dtb-Fmoc-protected amines and amino acids. After the N-protection reaction, the liberated P-HOSu can be recovered and roused. This Dtb-Fmoc-protection improves the solubility of the Fmoc-protected analogues. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1817 / 1820

页数：4

共 27 条

[1]

Albericio F, 2000, BIOPOLYMERS, V55, P123, DOI 10.1002/1097-0282(2000)55:2<123::AID-BIP30>3.0.CO

[2]

2-F

[3]

ANDREEV SM, 1977, SYNTHESIS-STUTTGART, P303

[4]

ATHERTON E, 1987, PEPTIDES ANAL SYNTHE, V9, P1

[5] A ROMPGEL-supported N-hydroxysuccinimide:: A host of acylations with minimal purification [J].

Barrett, AGM ;

Cramp, SM ;

Roberts, RS ;

Zecri, FJ .

ORGANIC LETTERS, 2000, 2 (03) :261-264

[6]

Bodanszky M., 1984, PRACTICE PEPTIDE SYN

[7] 9-FLUORENYLMETHOXYCARBONYL AMINO-PROTECTING GROUP [J].

CARPINO, LA ;

HAN, GY .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (22) :3404-&

[8] CONVENIENT PREPARATION OF (9-FLUORENYL)METHANOL AND ITS 2,7-DIHALO DERIVATIVES [J].

CARPINO, LA .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (21) :4250-4252

[9] Solubilizing influence of 2,7-bis(trimethylsilyl) substitution on the Fmoc residue [J].

Carpino, LA ;

Wu, AC .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (26) :9238-9240

[10] ((9-FLUORENYLMETHYL)OXY)CARBONYL AMINO-ACID CHLORIDES IN SOLID-PHASE PEPTIDE-SYNTHESIS [J].

CARPINO, LA ;

CHAO, HG ;

BEYERMANN, M ;

BIENERT, M .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (08) :2635-2642

← 1 2 3 →