A concise synthesis of a novel insulin-like growth factor I receptor (IGF-IR) inhibitor
A concise synthesis of a novel insulin-like growth factor I receptor (IGF-IR) inhibitor
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DOI：
10.1021/op700052u
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发表时间：
2007-09-01
影响因子：
3.4
通讯作者：
Blacklock, Thomas J.
中科院分区：
文献类型：
--
作者：
Slade, Joel;Bajwa, Joginder;Blacklock, Thomas J.
描述了强效胰岛素样生长因子I受体（IGF-IR）抑制剂AEW 541（1）的有效合成。合成中的关键步骤是环丁酮的顺式选择性还原胺化，这建立了所需的环丁烷环的1，3-立体化学。由此产生的氨基用作构建吡咯并嘧啶环的柄。最后一步得到1是通过原位生成的甲磺酸酯与氮杂环丁烷的烷基化完成的。
An efficient synthesis of a potent insulin-like growth factor I receptor (IGF-IR) hihibitor AEW541 (1) is described. The key step in the synthesis is the cis-selective reductive amination of cyclobutanone, which sets up the desired 1,3-stereochemistry of the cyclobutane ring. The amino group thus generated is used as a handle to build the pyrrolopyrimidine ring. The final step resulting in 1 is accomplished by alkylation of in situ generated mesylate with azetidine.