A modified approach to 2-(N-aryl)-1,3-oxazoles:: Application to the synthesis of the IMPDH inhibitor BMS-337197 and analogues

被引：37

作者：

Dhar, TGM ^{[1
]}

Guo, JQ ^{[1
]}

Shen, ZQ ^{[1
]}

Pitts, WJ ^{[1
]}

Gu, HH ^{[1
]}

Chen, BC ^{[1
]}

Zhao, RL ^{[1
]}

Bednarz, MS ^{[1
]}

Iwanowicz, EJ ^{[1
]}

机构：

[1] Bristol Myers Squibb Co, Pharmaceut Res Inst, Princeton, NJ 08543 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 12期

关键词：

D O I：

10.1021/ol020073i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHIC] A modified approach to the synthesis of 2-(N-aryl)-1,3-oxazoles, employing an optimized iminophosphorane/heterocumulene-mediated methodology, and its application to the synthesis of BMS-337197, a potent inhibitor of IMPDH, are described.

引用

页码：2091 / 2093

页数：3

共 7 条

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[2] Discovery of N-[2-[2-[[3-methoxy-4-(5-oxazolyl)phenyl]-amino]-5-oxazolyl]phenyl]-N-methyl-4-morpholineacetamide as a novel and potent inhibitor of inosine monophosphate dehydrogenase with excellent in vivo activity
Dhar, TGM
Shen, ZQ
Guo, JQ
Liu, CJ
Watterson, SH
Gu, HH
Pitts, WJ
Fleener, CA
Rouleau, KA
Sherbina, NZ
McIntyre, KW
Witmer, MR
Tredup, JA
Chen, BC
Zhao, RL
Bednarz, MS
Cheney, DL
MacMaster, JF
Miller, LM
Berry, KK
Harper, TW
Barrish, JC
Hollenbaugh, DL
Iwanowicz, EJ
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (11) : 2127 - 2130
[3] NEW APPLICATIONS OF IMINOPHOSPHORANES - THE PREPARATION OF BETA-KETO CARBODIIMIDES AND THEIR REARRANGEMENT TO 2-AMINO-1,3-OXAZOLES
FROYEN, P
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1991, 60 (1-2): : 81 - 84
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[7] VANLEUSEN AM, 1981, J ORG CHEM, P2069

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