Solid phase synthesis of 1-aminohydantoin libraries

被引：45

作者：

Wilson, LJ ^{[1
]}

Li, M ^{[1
]}

Portlock, DE ^{[1
]}

机构：

[1] Proctor & Gamble Pharmaceut, Hlth Care Res Ctr, Mason, OH 45040 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 29期

关键词：

D O I：

10.1016/S0040-4039(98)01009-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The solid support synthesis of a series of 1-aminohydantoins based on a diverse set of hydrazino amino acids aldehydes, and amines is described. The method involves the construction of resin attached hydrazino acid precursors, followed by subsequent derivatization, and then cyclizative cleavage off the resin. Overall yields vary per example between 15 and 60%, and the samples are suitable for biological evaluations without further purification. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：5135 / 5138

页数：4

共 20 条

[1] BARRACLOUGH P, 1996, BIORG MED CHEM, P81
[2] Potent carboxylate inhibitors of stromelysin containing P2' piperazic acids and P1' biaryl moeities
Cherney, RJ
Decicco, CP
Nelson, DJ
Wang, L
Meyer, DT
Hardman, KD
Copeland, RA
Arner, EC
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (13) : 1757 - 1762
[3] SELECTIVITY IN THE TRIMETHYLSILYLATION AND ACYLATION OF PEPTIDE-BONDS, AND ITS APPLICATION TO MODIFICATION OF THE ENKEPHALINS
DAVIES, JS
MERRITT, RK
TREADGOLD, RC
MORLEY, JS
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (12): : 2939 - 2947
[4] DAVIS CS, Patent No. 3415821
[5] 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
[6] 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
[7] AZINOTHRICIN SYNTHETIC STUDIES .1. EFFICIENT ASYMMETRIC SYNTHESES OF (3R)-PIPERAZIC AND (3S)-PIPERAZIC ACIDS
HALE, KJ
DELISSER, VM
MANAVIAZAR, S
[J]. TETRAHEDRON LETTERS, 1992, 33 (49) : 7613 - 7616
[8] Solution and solid phase synthesis of 5-alkoxyhydantoin libraries with a three-fold functional diversity
Hanessian, S
Yang, RY
[J]. TETRAHEDRON LETTERS, 1996, 37 (33) : 5835 - 5838
[9] Solid-phase organic reactions: A review of the recent literature
Hermkens, PHH
Ottenheijm, HCJ
Rees, D
[J]. TETRAHEDRON, 1996, 52 (13) : 4527 - 4554
[10] THE PREPARATION OF 2-HYDRAZINYL ESTERS IN HIGH OPTICAL PURITY FROM 2-SULFONYLOXY ESTERS
HOFFMAN, RV
KIM, HO
[J]. TETRAHEDRON LETTERS, 1990, 31 (21) : 2953 - 2956

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