An efficient total synthesis of K-13, a non-competitive inhibitor of ACE I

被引：18

作者：

Bigot, A ^{[1
]}

Bois-Choussy, M ^{[1
]}

Zhu, JP ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 23期

关键词：

D O I：

10.1016/S0040-4039(00)00695-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of K-13, a non-competitive inhibitor of ACE I, with an endo biaryl ether bond is described. The key cycloetherification reaction of linear tripeptide 10 gave 17-membered macrocycle in quantitative yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：4573 / 4577

页数：5

共 37 条

[1]

BAUGELMANS R, 1994, TETRAHEDRON LETT, V35, P5649

[2] A NOVEL SYNTHESIS OF K-13 [J].

BEUGELMANS, R ;

BIGOT, A ;

ZHU, JP .

TETRAHEDRON LETTERS, 1994, 35 (40) :7391-7394

[3] Synthesis of cycloisodityrosine revisited: A selective ring forming process [J].

Bigot, A ;

Zhu, JP .

TETRAHEDRON LETTERS, 1998, 39 (07) :551-554

[4] TOTAL SYNTHESIS OF L,L-ISODITYROSINE AND ISODITYROSINE-DERIVED AGENTS - K-13, OF4949-III, AND OF4949-IV [J].

BOGER, DL ;

YOHANNES, D .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (24) :6000-6017

[5] ALKYL NITRITE-METAL HALIDE DEAMINATION REACTIONS .6. DIRECT SYNTHESIS OF ARENEDIAZONIUM TETRAFLUOROBORATE SALTS FROM AROMATIC-AMINES, TERT-BUTYL NITRITE, AND BORON-TRIFLUORIDE ETHERATE IN ANHYDROUS MEDIA [J].

DOYLE, MP ;

BRYKER, WJ .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (09) :1572-1574

[6] THE TOTAL SYNTHESES OF THE ISODITYROSINE-DERIVED CYCLIC TRIPEPTIDES OF4949-III AND K-13 - DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF K-13 [J].

EVANS, DA ;

ELLMAN, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) :1063-1072

[7]

Evans DA, 1998, ANGEW CHEM INT EDIT, V37, P2704, DOI 10.1002/(SICI)1521-3773(19981016)37:19<2704::AID-ANIE2704>3.0.CO

[8]

2-1

[9]

Evans DA, 1998, ANGEW CHEM INT EDIT, V37, P2700, DOI 10.1002/(SICI)1521-3773(19981016)37:19<2700::AID-ANIE2700>3.0.CO

[10]

2-P

← 1 2 3 4 →