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新产品编号:2307065

Chemical Name: 1-[N-[2(R)-(N-Hydroxycarbamoylmethyl)heptanoyl]-L-valylamino]-L-proline methyl ester
项目整合开发状态: Biological Testing
项目研究机构: Memorial Sloan-Kettering Cancer Center (Originator)
合成路线:Acylation of Evans oxazolidinone (II) with heptanoyl chloride (I) provides the chiral adduct (III).The lithium enolate of (III) is then diastereoselectively alkylated with tert-butyl bromoacetate (IV) to afford the succinate derivative (V).Removal of the chiral auxiliary group of (V) with lithium peroxide furnishes the carboxylic acid (VI),which is further activated as the succinimidyl ester (VII) upon treatment with N-hydroxysuccinimide and DCC.The activated ester (VII) is then condensed with L-valine (VIII),producing amide (IX).Subsequent coupling of (IX) with N-aminoproline methyl ester (X) leads to hydrazide (XI).After acidic tert-butyl ester cleavage in (XI),the resultant carboxylic acid (XII) is condensed with hydroxylamine to yield the desired hydroxamic acid.
📌 参考资料/链接:
参考文献标题:Asymmetric solid phase and solution parallel synthesis and antitumor properties of actinonin analogs
文献作者:Borella,C.; et al.
参考来源:Proc Am Assoc Cancer Res 2002,43