Solid phase synthesis of hydantoin library using a novel cyclization and traceless cleavage step

被引：80

作者：

Kim, SW

Ahn, SY

Koh, JS

Lee, JH

Ro, S

Cho, HY

机构：

[1] Biotech Research Institute, LG Chemical Ltd., Research Park Science Town

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 26期

关键词：

D O I：

10.1016/S0040-4039(97)00986-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The variety of N,N-disubstituted hydantoin libraries were constructed using derivatives of amino acids, aromatic aldehydes, and isocyanates. The cyclization step of hydantoin was a novel, fast and clean reaction and completed within five minutes to 1 hour with near diisopropylamine. All library compounds were obtained in excellent yield with high purity even after 5 steps. (C) 1997 Elsevier Science Ltd.

引用

页码：4603 / 4606

页数：4

共 16 条

[1] SPIROHYDANTOINS OF GLUCOFURANOSE - ANALOGS OF HYDANTOCIDIN
BRANDSTETTER, TW
KIM, YH
SON, JC
TAYLOR, HM
LILLEY, PMD
WATKIN, DJ
JOHNSON, LN
OIKONOMAKOS, NG
FLEET, GWJ
[J]. TETRAHEDRON LETTERS, 1995, 36 (12) : 2149 - 2152
[2] Solid-phase synthesis of 1,3-dialkyl quinazoline-2,4-diones
Buckman, BO
Mohan, R
[J]. TETRAHEDRON LETTERS, 1996, 37 (26) : 4439 - 4442
[3] RECENT ADVANCES IN THE GENERATION OF CHEMICAL DIVERSITY LIBRARIES
DESAI, MC
ZUCKERMANN, RN
MOOS, WH
[J]. DRUG DEVELOPMENT RESEARCH, 1994, 33 (02) : 174 - 188
[4] DIVERSOMERS - AN APPROACH TO NONPEPTIDE, NONOLIGOMERIC CHEMICAL DIVERSITY
DEWITT, SH
KIELY, JS
STANKOVIC, CJ
SCHROEDER, MC
CODY, DMR
PAVIA, MR
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (15) : 6909 - 6913
[5] Solid phase synthesis of hydantoins using a carbamate linker and a novel cyclization cleavage step
Dressman, BA
Spangle, LA
Kaldor, SW
[J]. TETRAHEDRON LETTERS, 1996, 37 (07) : 937 - 940
[6] APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .1. BACKGROUND AND PEPTIDE COMBINATORIAL LIBRARIES
GALLOP, MA
BARRETT, RW
DOWER, WJ
FODOR, SPA
GORDON, EM
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (09) : 1233 - 1251
[7] APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .2. COMBINATORIAL ORGANIC-SYNTHESIS, LIBRARY SCREENING STRATEGIES, AND FUTURE-DIRECTIONS
GORDON, EM
BARRETT, RW
DOWER, WJ
FODOR, SPA
GALLOP, MA
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (10) : 1385 - 1401
[8] Palladium-mediated three-component coupling strategy for the solid-phase synthesis of tropane derivatives
Koh, JS
Ellman, JA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14) : 4494 - 4495
[9] THE GENERATION OF MOLECULAR DIVERSITY
PAVIA, MR
SAWYER, TK
MOOS, WH
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (03) : 387 - 396
[10] SOLID-PHASE SYNTHESIS OF STRUCTURALLY DIVERSE 1,4-BENZODIAZEPINE DERIVATIVES USING THE STILLE COUPLING REACTION
PLUNKETT, MJ
ELLMAN, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (11) : 3306 - 3307

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