phenyl methyl[3-(2-methylphenoxy)-3-phenylpropyl]carbamate -Drug Synthesis Database

【结构式】

【分子编号】24069

【品名】phenyl methyl[3-(2-methylphenoxy)-3-phenylpropyl]carbamate

【CA登记号】

【分子式】C₂₄H₂₅NO₃

【分子量】375.46744

【元素组成】C 76.77% H 6.71% N 3.73% O 12.78%

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：(III)

N,N-Dimethyl 3-phenyl-3-(o-tolyloxy)propylamine (I) is allowed to react with phenyl chloroformate (II) in refluxing toluene to give phenyl methyl [3-(o-tolyloxy)-3-phenylpropyl]carbamate (III), which is hydrolyzed with NaOH in refluxing propyleneglycol - water. The racemic product is then treated with L-mandelic acid and Na2CO3 in water to yield the corresponding (-)-mandelate salt as a precipitate, which is finally treated with Na2CO3, extracted with ether and acidified with HCl (I).

参考文献中间体

合成目标

【1】 Foster, B.J.; Lavagnino, E.R. (Eli Lilly and Company); 3-Aryl-3-phenylpropylamines. EP 0052492 .
【2】 Castaner, J.; Prous, J.; Tomoxetine hydrochloride. Drugs Fut 1986, 11, 2, 134.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	24067	N,N-dimethyl-3-(2-methylphenoxy)-3-phenyl-1-propanamine		C₁₈H₂₃NO	详情	详情
(II)	13580	1-[(Chlorocarbonyl)oxy]benzene; phenyl chloroformate	1885-14-9	C₇H₅ClO₂	详情	详情
(III)	24069	phenyl methyl[3-(2-methylphenoxy)-3-phenylpropyl]carbamate		C₂₄H₂₅NO₃	详情	详情

Extended Information