Rociverine, LG-30158

罗西维林Chemical Name: 1(R)-Hydroxybi(cyclohexyl)-2(R)-carboxylic acid 2-(diethylamino)-1-methylethyl ester
CAS No. 53716-44-2
项目整合开发状态: Not Determined
项目研究机构:
合成路线:The Grignard reaction of 2-hydroxymethylcyclohexanone (I) with phenyl magnesium bromide (II) in ether gives 2-hydroxymethyl-1-phenylcyclohexanol (III),which by oxidation with KMnO4 in water containing Na2CO3 is converted into 2-phenyl-2-hydroxycyclohexanecarboxylic acid (IV).The reduction of (IV) with H2 over PtO2 in acetic acid at 80 C and 22 Kg/cm2 affords 2-cyclohexyl-2-hydroxycyclohexanecarboxylic acid (V) (1,2),which is esterified with 1-bromo-2-propanol (VI) by means of 85% H2SO4 yielding 1-bromoisopropyl-2-cyclohexyl-2-hydroxycyclohexanecarboxylate (VII).Finally this compound is treated with diethylamine (VIII) and triethylamine at 120 C (2).
📌 参考资料/链接:
参考文献标题:
文献作者:Turbantin L.
参考来源:US 3700675; US 3700775; ZA 6705649

📄 详细内容


合成路线:The Grignard reaction of 2-hydroxymethylcyclohexanone (I) with phenyl magnesium bromide (II) in ether gives 2-hydroxymethyl-1-phenylcyclohexanol (III),which by oxidation with KMnO4 in water containing Na2CO3 is converted into 2-phenyl-2-hydroxycyclohexanecarboxylic acid (IV).The reduction of (IV) with H2 over PtO2 in acetic acid at 80 C and 22 Kg/cm2 affords 2-cyclohexyl-2-hydroxycyclohexanecarboxylic acid (V) (1,2),which is esterified with 1-bromo-2-propanol (VI) by means of 85% H2SO4 yielding 1-bromoisopropyl-2-cyclohexyl-2-hydroxycyclohexanecarboxylate (VII).Finally this compound is treated with diethylamine (VIII) and triethylamine at 120 C (2).

参考文献标题:
文献作者:
参考来源:DE 1618626; FR M7240; GB 1167386


合成路线:The Grignard reaction of 2-hydroxymethylcyclohexanone (I) with phenyl magnesium bromide (II) in ether gives 2-hydroxymethyl-1-phenylcyclohexanol (III),which by oxidation with KMnO4 in water containing Na2CO3 is converted into 2-phenyl-2-hydroxycyclohexanecarboxylic acid (IV).The reduction of (IV) with H2 over PtO2 in acetic acid at 80 C and 22 Kg/cm2 affords 2-cyclohexyl-2-hydroxycyclohexanecarboxylic acid (V) (1,2),which is esterified with 1-bromo-2-propanol (VI) by means of 85% H2SO4 yielding 1-bromoisopropyl-2-cyclohexyl-2-hydroxycyclohexanecarboxylate (VII).Finally this compound is treated with diethylamine (VIII) and triethylamine at 120 C (2).
参考文献标题:Rociverine
文献作者:de Angelis,L.
参考来源:Drugs Fut 1979,4(4),276


产品链接: CAS No. 53716-44-2››