Solid phase synthesis of benzamidine and butylamine-derived hydantoin libraries

被引：13

作者：

Kim, SW

Koh, JS

Lee, EJ

Ro, S

机构：

[1] LG Chem Ltd, Biotech Res Inst, Taejon 305380, South Korea

[2] Korea Adv Inst Sci & Technol, Taejon 306701, South Korea

来源：

MOLECULAR DIVERSITY | 1998年 / 3卷 / 02期

关键词：

benzamidine; butylamine-based hydantoin libraries; solid phase synthesis; traceless cleavage;

D O I：

10.1023/A:1009654016626

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

We have constructed a number of benzamidine-and butylamine-based hydantoin compounds by means of an efficient route using solid phase synthesis in which neat diisopropylamine was employed for a novel cyclization/traceless cleavage step. All library compounds were obtained in excellent yield and high purity.

引用

收藏

页码：129 / 132

页数：4

相关论文

共 17 条

[1] Solid-phase synthesis of 1,4-benzodiazepine-2,5-diones. Library preparation and demonstration of synthesis generality [J].

Boojamra, CG ;

Burow, KM ;

Thompson, LA ;

Ellman, JA .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) :1240-1256

[2] Solid-phase synthesis of 1,3-dialkyl quinazoline-2,4-diones [J].

Buckman, BO ;

Mohan, R .

TETRAHEDRON LETTERS, 1996, 37 (26) :4439-4442

[3] RECENT ADVANCES IN THE GENERATION OF CHEMICAL DIVERSITY LIBRARIES [J].

DESAI, MC ;

ZUCKERMANN, RN ;

MOOS, WH .

DRUG DEVELOPMENT RESEARCH, 1994, 33 (02) :174-188

[4] APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .1. BACKGROUND AND PEPTIDE COMBINATORIAL LIBRARIES [J].

GALLOP, MA ;

BARRETT, RW ;

DOWER, WJ ;

FODOR, SPA ;

GORDON, EM .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (09) :1233-1251

[5] Solid phase synthesis of chiral 3-substituted quinazoline-2,4-diones [J].

Gouilleux, L ;

Fehrentz, JA ;

Winternitz, F ;

Martinez, J .

TETRAHEDRON LETTERS, 1996, 37 (39) :7031-7034

[6] Derivatives of 5-amidine indole as inhibitors of thrombin catalytic activity [J].

Iwanowicz, EJ ;

Lau, WF ;

Lin, J ;

Roberts, DGM ;

Seiler, SM .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (12) :1339-1344

[7] Solid phase synthesis of hydantoin library using a novel cyclization and traceless cleavage step [J].

Kim, SW ;

Ahn, SY ;

Koh, JS ;

Lee, JH ;

Ro, S ;

Cho, HY .

TETRAHEDRON LETTERS, 1997, 38 (26) :4603-4606

[8] Palladium-mediated three-component coupling strategy for the solid-phase synthesis of tropane derivatives [J].

Koh, JS ;

Ellman, JA .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14) :4494-4495

[9] The ''one-bead-one-compound'' combinatorial library method [J].

Lam, KS ;

Lebl, M ;

Krchnak, V .

CHEMICAL REVIEWS, 1997, 97 (02) :411-448

[10] DESIGN OF NOVEL, NONPEPTIDIC THROMBIN INHIBITORS AND STRUCTURE OF A THROMBIN-INHIBITOR COMPLEX [J].

OBST, U ;

GRAMLICH, V ;

DIEDERICH, F ;

WEBER, L ;

BANNER, DW .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (16) :1739-1742