2-aryl-2,2-difluoroacetamide FKBP12 ligands: Synthesis and X-ray structural studies

被引：95

作者：

Dubowchik, GM ^{[1
]}

Vrudhula, VM ^{[1
]}

Dasgupta, B ^{[1
]}

Ditta, J ^{[1
]}

Chen, T ^{[1
]}

Sheriff, S ^{[1
]}

Sipman, K ^{[1
]}

Witmer, M ^{[1
]}

Tredup, J ^{[1
]}

Vyas, DM ^{[1
]}

Verdoorn, TA ^{[1
]}

Bollini, S ^{[1
]}

Vinitsky, A ^{[1
]}

机构：

[1] Bristol Myers Squibb Co, Pharmaceut Res Inst, Wallingford, CT 06492 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 25期

关键词：

D O I：

10.1021/ol0166909

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] 2-Aryl-2,2-difluoroacetamido-proline and pipecolate esters are high affinity FKBP12 ligands whose rotamase inhibitory activity is comparable to that seen for the corresponding ketoamides. X-ray structural studies suggest that the fluorine atoms participate in discrete interactions with the Phe36 phenyl ring and the Tyr26 hydroxyl group, with the latter resembling a moderate-to-weak hydrogen bond.

引用

页码：3987 / 3990

页数：4

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