Condensation of glyoxal with triethylenetetraamine.: Stereochemistry, cyclization and deprotection.

被引：38

作者：

Hervé, G ^{[1
]}

Bernard, H ^{[1
]}

Le Bris, N ^{[1
]}

Le Baccon, M ^{[1
]}

Yaouanc, JJ ^{[1
]}

Handel, H ^{[1
]}

机构：

[1] Univ Bretagne Occidentale, F-29285 Brest, France

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 13期

关键词：

glyoxal; triethylenetetraamine; bis-aminal; cyclen;

D O I：

10.1016/S0040-4039(99)00260-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mixture of bis-aminal isomers was obtained from aqueous glyoxal-triethylenetetraamine condensation. The irreversible isomerization of the species was observed and a new synthesis of cyclen proposed. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：2517 / 2520

页数：4

共 12 条

[1]

ARGESE M, 1997, Patent No. 49691

[2]

BURGESS J, 1996, CHEM SOC REV, P85

[3]

CAULKETT PW, 1997, J CHEM SOC CHEM COMM, P150

[4]

DIETRICH B, 1991, ASPECT CHIM COMPOSES

[5] SYNTHESIS OF NONIONIC GADOLINIUM CHELATES USEFUL AS CONTRAST AGENTS FOR MAGNETIC-RESONANCE-IMAGING - 1,4,7-TRIS(CARBOXYMETHYL)-10-SUBSTITUTED-1,4,7,10-TETRAAZACYCLODODECANES AND THEIR CORRESPONDING GADOLINIUM CHELATES [J].

DISCHINO, DD ;

DELANEY, EJ ;

EMSWILER, JE ;

GAUGHAN, GT ;

PRASAD, JS ;

SRIVASTAVA, SK ;

TWEEDLE, MF .

INORGANIC CHEMISTRY, 1991, 30 (06) :1265-1269

[6] A new route to cyclen, cyclam and homocyclen. [J].

Hervé, G ;

Bernard, H ;

Le Bris, N ;

Yaouanc, JJ ;

Handel, H ;

Toupet, L .

TETRAHEDRON LETTERS, 1998, 39 (38) :6861-6864

[7]

JANNE K, 1977, J CHEM RES S, P286

[8] TRICYCLIC TETRAAMINES BY GLYOXAL-LINEAR TETRAAMINE CONDENSATION [J].

JAZWINSKI, J ;

KOLINSKI, RA .

TETRAHEDRON LETTERS, 1981, 22 (18) :1711-1714

[9] NITROGEN ANALOGS OF CROWN ETHERS [J].

RICHMAN, JE ;

ATKINS, TJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (07) :2268-2270

[10]

SANDNES RW, 1996, Patent No. 28432

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