通过有机催化氮杂迈克尔反应对Janus激酶抑制剂INCB018424进行对映选择性合成。
Enantioselective synthesis of Janus kinase inhibitor INCB018424 via an organocatalytic aza-Michael reaction.
作者信息
Lin Qiyan, Meloni David, Pan Yongchun, Xia Michael, Rodgers James, Shepard Stacey, Li Mei, Galya Laurine, Metcalf Brian, Yue Tai-Yuen, Liu Pingli, Zhou Jiacheng
机构信息
Incyte Corporation, Experimental Station, Route 141 and Henry Clay Road, Wilmington, Delaware 19880, USA.
出版信息
Org Lett. 2009 May 7;11(9):1999-2002. doi: 10.1021/ol900350k.
An enantioselective synthesis of INCB018424 via organocatalytic asymmetric aza-Michael addition of pyrazoles (16 or 20) to (E)-3-cyclopentylacrylaldehyde (23) using diarylprolinol silyl ether as the catalyst was developed. Michael adducts (R)-24 and (R)-27 were isolated in good yield and high ee and were readily converted to INCB018424.
以二芳基脯氨醇硅醚为催化剂，通过吡唑（16或20）与（E）-3-环戊基丙烯醛（23）的有机催化不对称氮杂-Michael加成反应，开发了一种对映选择性合成INCB018424的方法。以良好的收率和高对映体过量分离得到Michael加成物（R）-24和（R）-27，并将其轻松转化为INCB018424。
Zotero 插件