5-chloro-2-[(3-methyl-5-isoxazolyl)methoxy]benzylamine; {5-chloro-2-[(3-methyl-5-isoxazolyl)methoxy]phenyl}methanamine -Drug Synthesis Database

【结构式】

【分子编号】61373

【品名】5-chloro-2-[(3-methyl-5-isoxazolyl)methoxy]benzylamine; {5-chloro-2-[(3-methyl-5-isoxazolyl)methoxy]phenyl}methanamine

【CA登记号】

【分子式】C₁₂H₁₃ClN₂O₂

【分子量】252.7002

【元素组成】C 57.04% H 5.19% Cl 14.03% N 11.09% O 12.66%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(XVI)

Coupling between 2-(phthalimidomethyl)-4-chlorophenol (XIII) and 5-(hydroxymethyl)-3-methylisoxazole (XIV) under Mitsunobu conditions provides the ether adduct (XV). Subsequent phthaloyl group hydrazinolysis in (XV) leads to the primary amine (XVI). The 6-chloropurine glycoside (XII) is then condensed with amine (XVI) to furnish the 6-aminopurine derivative (XVII). Finally, Boc group cleavage in (XVII) employing methanesulfonic acid affords the title compound.

参考文献中间体

合成目标

【1】 Masamune, H.; Scott, R.W.; Deninno, M.P. (Pfizer Products Inc.); Cpds. for the treatment of ischemia. EP 1216257; JP 2003510331; WO 0123399 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XII)	61370	tert-butyl (2S,3S,4R,5R)-5-(6-chloro-9H-purin-9-yl)-4-hydroxy-2-[(methylamino)carbonyl]tetrahydro-3-furanylcarbamate	C₁₆H₂₁ClN₆O₅	详情	详情
(XIII)	61371	2-(5-chloro-2-hydroxybenzyl)-1H-isoindole-1,3(2H)-dione	C₁₅H₁₀ClNO₃	详情	详情
(XIV)	13343	(3-Methyl-5-isoxazolyl)methanol	C₅H₇NO₂	详情	详情
(XV)	61372	2-{5-chloro-2-[(3-methyl-5-isoxazolyl)methoxy]benzyl}-1H-isoindole-1,3(2H)-dione	C₂₀H₁₅ClN₂O₄	详情	详情
(XVI)	61373	5-chloro-2-[(3-methyl-5-isoxazolyl)methoxy]benzylamine; {5-chloro-2-[(3-methyl-5-isoxazolyl)methoxy]phenyl}methanamine	C₁₂H₁₃ClN₂O₂	详情	详情
(XVII)	61374	tert-butyl (2S,3S,4R,5R)-5-[6-({5-chloro-2-[(3-methyl-5-isoxazolyl)methoxy]benzyl}amino)-9H-purin-9-yl]-4-hydroxy-2-[(methylamino)carbonyl]tetrahydro-3-furanylcarbamate	C₂₈H₃₃ClN₈O₇	详情	详情

Extended Information