• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】47238

【品名】4-(3-carboxypropyl)morpholin-4-ium chloride

【CA登记号】

【 分 子 式 】C8H16ClNO3

【 分 子 量 】209.67268

【元素组成】C 45.83% H 7.69% Cl 16.91% N 6.68% O 22.89%

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:(IX)

Grignard reaction between 3,5-dimethyoxybenzonitrile (I) and 4-bromophenoxybutane (II) in the presence of Mg turnings in THF, followed by hydrolysis with HCl, affords ketone (III), which is then treated with TiCl4 in dichloromethane and dimethyl zinc (Me2Zn) in toluene to provide dimethylpentane derivative (IV). Bromination of (IV) is then accomplished by first azeotroping with benzene followed by treatment with BBr3 in dichloromethane, affording bromo derivative (V). Condensation of resorcinol derivative (V) with p-menth-2-ene-1,8-diol (VI) in refluxing benzene in the presence of p-toluensulfonic acid furnishes compound (VII), whose bromo group is substituted by a cyano group by treatment with NaCN in DMSO giving derivative (VIII). Finally, condensation of (VIII) with 4-morpholinobutyric acid hydrochloride (IX) by means of DCC in dichloromethane provides the target product.

1 Razdan, R.K.; Martin, B.R. (Virginia Commonwealth University); Water soluble derivs. of cannabinoids. US 5847128 .
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) 47231 3,5-dimethoxybenzonitrile 19179-31-8 C9H9NO2 详情 详情
(II) 47232 4-bromobutyl phenyl ether; 1-(4-bromobutoxy)benzene 1200-03-9 C10H13BrO 详情 详情
(III) 47233 1-(3,5-dimethoxyphenyl)-5-phenoxy-1-pentanone C19H22O4 详情 详情
(IV) 47234 1-(1,1-dimethyl-5-phenoxypentyl)-3,5-dimethoxybenzene; 5-(3,5-dimethoxyphenyl)-5-methylhexyl phenyl ether C21H28O3 详情 详情
(V) 47235 5-(5-bromo-1,1-dimethylpentyl)-1,3-benzenediol C13H19BrO2 详情 详情
(VI) 46586 (1S,4R)-4-(1-hydroxy-1-methylethyl)-1-methyl-2-cyclohexen-1-ol C10H18O2 详情 详情
(VII) 47236 (6aR,10aR)-3-(5-bromo-1,1-dimethylpentyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol C23H33BrO2 详情 详情
(VIII) 47237 6-[(6aR,10aR)-1-hydroxy-6,6,9-trimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-3-yl]-6-methylheptanenitrile C24H33NO2 详情 详情
(IX) 47238 4-(3-carboxypropyl)morpholin-4-ium chloride C8H16ClNO3 详情 详情
Extended Information