A practical solid phase synthesis of quinazoline-2,4-diones

被引：63

作者：

Shao, H ^{[1
]}

Colucci, M ^{[1
]}

Tong, SJ ^{[1
]}

Zhang, HS ^{[1
]}

Castelhano, AL ^{[1
]}

机构：

[1] Cadus Pharmaceut Corp, Tarrytown, NY 10591 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 40期

关键词：

D O I：

10.1016/S0040-4039(98)01595-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe a practical solid phase synthesis of quinazoline-2,4-diones using a short-chain, high loading capacity, polyethyleneglycol polystyrene copolymer ("PEG(4)-PS" resin). The highlights of this synthesis include efficient acyl azide formation on the solid phase, Curtius rearrangement, and cyclocleavage with K2CO3 followed by simple product isolation. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7235 / 7238

页数：4

共 18 条

[1] [Anonymous], ANGEW CHEM INT EDIT, DOI DOI 10.1002/ANIE.199622881
[2] [Anonymous], 1996, ACCOUNTS CHEM RES, V29
[3] TOWARDS THE CHEMICAL SYNTHESIS OF PROTEINS
BAYER, E
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (02): : 113 - 129
[4] BONJOUKLIAN R, 1977, J ORG CHEM, V42, P2095
[5] Solid-phase synthesis of 1,3-dialkyl quinazoline-2,4-diones
Buckman, BO
Mohan, R
[J]. TETRAHEDRON LETTERS, 1996, 37 (26) : 4439 - 4442
[6] SYNTHESIS OF CHIRAL 3-SUBSTITUTED 2,4(1H,3H)-QUINAZOLINEDIONES
CANONNE, P
AKSSIRA, M
DAHDOUH, A
KASMI, H
BOUMZEBRA, M
[J]. HETEROCYCLES, 1993, 36 (06) : 1305 - 1314
[7] CHANTEGREL B, 1981, SYNTHESIS-STUTTGART, P315
[8] 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
[9] A SPECIFIC INHIBITOR OF THE EPIDERMAL GROWTH-FACTOR RECEPTOR TYROSINE KINASE
FRY, DW
KRAKER, AJ
MCMICHAEL, A
AMBROSO, LA
NELSON, JM
LEOPOLD, WR
CONNERS, RW
BRIDGES, AJ
[J]. SCIENCE, 1994, 265 (5175) : 1093 - 1095
[10] A general and efficient solid phase synthesis of quinazoline-2,4-diones
Gordeev, MF
Hui, HC
Gordon, EM
Patel, DV
[J]. TETRAHEDRON LETTERS, 1997, 38 (10) : 1729 - 1732

← 1 2 →