新产品编号:414993

Chemical Name: 3-[4-(N2-Aminoamidino)phenyl]-N-cyclopentyl-N-methyl-2(S)-(6,7,8,9-tetrahydrobenzocyclohepten-2-ylsulfonamido)propionamide
CAS No. 213179-38-5
项目整合开发状态: Preclinical
项目研究机构: LG Chem (Originator)
合成路线:Coupling of N-Boc-(4-cyanophenyl)alanine (I) with N-methyl-N-cyclohexylamine (II) by means of EDC and HOBt gave amide (III).The Boc group of (III) was then removed using a methanolic solution of acetyl chloride to afford amine (IV).Chlorosulfonation of benzocycloheptene (V) afforded a mixture of isomeric sulfonyl chlorides (VI) and (VII).Condensation of this mixture with amine (IV) produced the corresponding sulfonamides,which were separated by column chromatography.The major isomer (VIII) was treated with SH2 and Et3N in pyridine to produce the thioamide (IX).Then,S-methylation of (IX) with MeI,followed by displacement of the methylthio group for hydrazine furnished the target benzamidrazone.
📌 参考资料/链接:
参考文献标题:Structural modification of an orally active thrombin inhibitor,LB30057: Replacement of the D-pocket-binding napththyl moiety
文献作者:Lee,K.; Hwang,S.Y.; Hong,S.S.; Hong,C.Y.; Lee,C.S.; Shin,Y.; Kim,S.; Yun,M.; Yoo,Y.J.; Kang,M.; Oh,Y.S.
参考来源:Bioorg Med Chem 1998,6(6),869