Method for the solid-phase parallel synthesis of a 6-alkylamino-2-(functionalized-aminomethyl)-2H-1-benzopyran library

被引：16

作者：

Hwang, Jong Yeon ^{[1
]}

Choi, Hyung-Sub ^{[1
]}

Seo, Jin-Soo ^{[1
]}

La, Hyun-Ju ^{[1
]}

Yoo, Sung-eun ^{[1
]}

Gong, Young-Dae ^{[1
]}

机构：

[1] Korea Res Inst Chem Technol, Div Med Sci, Taejon 305600, South Korea

来源：

JOURNAL OF COMBINATORIAL CHEMISTRY | 2006年 / 8卷 / 06期

关键词：

D O I：

10.1021/cc0600526

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A 2000-member library of benzopyran analogues was prepared by using a solid-phase synthesis protocol. Polymer-bound 6-alkylaminobenzopyrans 7 were synthesized as part of a first generation diversification step by employing reactions of a variety of alkyl halides with the amine 6. Transformations of the resinbound intermediates 8 formed in this manner by reactions with acid halides, sulfonyl chlorides, and isocyanates leads to introduction of the second level of diversification found in the series of 6-alkylamino-2(functionalized-aminomethyl)-2-methyl-2H-1-benzopyran analogues 11 and 12.

引用

页码：897 / 906

页数：10

共 29 条

[1]

Accord for Excel, ACC EXC VERS 6 1

[2] A modified Backbone Amide Linker (BAL) solid-phase peptide synthesis strategy accommodating prolyl, N-alkylamino acyl, or histidyl derivatives at the C-terminus [J].

Alsina, J ;

Yokum, TS ;

Albericio, F ;

Barany, G .

TETRAHEDRON LETTERS, 2000, 41 (38) :7277-7280

[3] SYNTHESIS AND ANTIHYPERTENSIVE ACTIVITY OF 4-(CYCLIC AMIDO)-2H-1-BENZOPYRANS [J].

ASHWOOD, VA ;

BUCKINGHAM, RE ;

CASSIDY, F ;

EVANS, JM ;

FARUK, EA ;

HAMILTON, TC ;

NASH, DJ ;

STEMP, G ;

WILLCOCKS, K .

JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (11) :2194-2201

[4] 4-HETEROCYCLYLOXY-2H-1-BENZOPYRAN POTASSIUM CHANNEL ACTIVATORS [J].

BERGMANN, R ;

EIERMANN, V ;

GERICKE, R .

JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (10) :2759-2767

[5] 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

[6] Solid-phase syntheses of N-substituted carbamates.: Reaction monitoring by gel-phase 13C NMR using a 13C enriched BAL-linker [J].

Fernández-Forner, D ;

Huerta, JM ;

Ferrer, M ;

Casals, G ;

Ryder, H ;

Giralt, E ;

Albericio, F .

TETRAHEDRON LETTERS, 2002, 43 (19) :3543-3546

[7] On the local crack resistance of Al2O3-TiC composites evaluated by direct indentation method [J].

Gong, JH ;

Zhao, Z ;

Guan, ZD .

JOURNAL OF THE EUROPEAN CERAMIC SOCIETY, 2001, 21 (07) :941-946

[8] Construction of 6-amino-2,2-dimethyl-3,4,6-trisubstituted-2H-1-benzopyran library by solid phase synthesis [J].

Gong, YD ;

Seo, JS ;

Chon, YS ;

Hwang, JY ;

Park, JY ;

Yoo, SE .

JOURNAL OF COMBINATORIAL CHEMISTRY, 2003, 5 (05) :577-589

[9] APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .2. COMBINATORIAL ORGANIC-SYNTHESIS, LIBRARY SCREENING STRATEGIES, AND FUTURE-DIRECTIONS [J].

GORDON, EM ;

BARRETT, RW ;

DOWER, WJ ;

FODOR, SPA ;

GALLOP, MA .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (10) :1385-1401

[10] Solid-phase organic reactions .2. A review of the literature Nov 95 Nov 96. [J].

Hermkens, PHH ;

Ottenheijm, HCJ ;

Rees, DC .

TETRAHEDRON, 1997, 53 (16) :5643-5678

← 1 2 3 →