YM-348-药物合成数据库

【药物名称】YM-348

化学结构式(Chemical Structure):

参考文献No.	686254
标题:	Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists
作者:	Maeno, K.; Kazuta, K.; Shimada, I.; et al.
来源:	224th ACS Natl Meet (Aug 18 2002, Boston) 2002,Abst MEDI 348

合成路线图解说明: The cyclization of 2-ethyl-4,5,6,7-tetrahydrobenzofuran-4-one (I) with ethyl formate and hydrazine by means of tBu-OK in THF gives the furo[2,3-g]indazole derivative (II), which is aromatized by means of DDQ in dioxane, yielding intermediate (III). Finally, this compound is condensed with N-(tert-butoxycarbonyl)-O-(tosyl)-L-alaninol (IV) by means of Cs2CO3 in DMF, followed by a treatment with HCl to afford the target YM-348. Alternatively, intermediate (III) is condensed with (R)-propylene oxide (V) by means of NaH in THF to give the propanol derivative (VI), which is treated first with mesyl chloride and TEA in dichloromethane, and then with Na-N3 in DMF to yield the azide (VII). Finally, this compound is reduced with LiAlH4 in THF to afford the target amine YM-348.

参考文献No.	703367
标题:	Synthesis and structure-activity relationship of a series of indazole derivatives as 5-HT2C receptor agonists
作者:	Shimada, I.; et al.
来源:	22nd Symp Med Chem (Nov 27 2002, Shizuoka) 2002,Abst 2P-20

合成路线图解说明: The cyclization of 2-ethyl-4,5,6,7-tetrahydrobenzofuran-4-one (I) with ethyl formate and hydrazine by means of tBu-OK in THF gives the furo[2,3-g]indazole derivative (II), which is aromatized by means of DDQ in dioxane, yielding intermediate (III). Finally, this compound is condensed with N-(tert-butoxycarbonyl)-O-(tosyl)-L-alaninol (IV) by means of Cs2CO3 in DMF, followed by a treatment with HCl to afford the target YM-348. Alternatively, intermediate (III) is condensed with (R)-propylene oxide (V) by means of NaH in THF to give the propanol derivative (VI), which is treated first with mesyl chloride and TEA in dichloromethane, and then with Na-N3 in DMF to yield the azide (VII). Finally, this compound is reduced with LiAlH4 in THF to afford the target amine YM-348.