KF-22678
Chemical Name: [alpha(R),2R,7Z,9E,12R,13E,17R(R),20S]-alpha-Hydroxy-alpha,2,14-trimethyl-11,19-dioxo-12-[tetrahydropyran-2(R)-yloxy]-4,20-dithia-1,21-diazatricyclo[15.2.1.1(3,6)]heneicosa-3(21),5,7,9,13-pentanene-17-ethanetioic acid 20-oxide S-(5-methyl-2-oxo-1,3-dioxol-4-ylmethyl) ester
CAS No. 186643-40-3
项目整合开发状态: Preclinical
项目研究机构: Kyowa Hakko (Originator)
合成路线:Rearrangement of leinamycin (I) to thioester (III) was achieved by treatment with 4-chloromethyl-5-methyl-2-oxo-1,3-dioxolene (II) in the presence of KI and K2CO3.The required tetrahydropyranyl ether was then obtained by condensation of (III) with dihydropyran (IV) employing camphorsulfonic acid as the catalyst.
📌 参考资料/链接：
参考文献标题:DC107 derivs.
文献作者:Kanda,Y.; Saitoh,Y.; Saito,H.; Ashizawa,T.; Sugiyama,K.; Gomi,K.; Kakita,S.; Takahashi,Y.; Murakata,C.(Kyowa Hakko Kogyo Co.,Ltd.)
参考来源:EP 0786462; US 5733924; WO 9700260
📄 详细内容
合成路线:Rearrangement of leinamycin (I) to thioester (III) was achieved by treatment with 4-chloromethyl-5-methyl-2-oxo-1,3-dioxolene (II) in the presence of KI and K2CO3.The required tetrahydropyranyl ether was then obtained by condensation of (III) with dihydropyran (IV) employing camphorsulfonic acid as the catalyst.
参考文献标题:Synthesis and antitumor activity of novel thioester derivatives of leinamycin
文献作者:Kanda,Y.; Ashizawa,T.; Kakita,S.; Takahashi,Y.; Kono,M.; Yoshida,M.; Saitoh,Y.; Okabe,M.
参考来源:J Med Chem 1999,42(8),1330