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【结 构 式】

【分子编号】61017

【品名】1-(3-chloro-1-phenyl-1-propenyl)benzene

【CA登记号】

【 分 子 式 】C15H13Cl

【 分 子 量 】228.72092

【元素组成】C 78.77% H 5.73% Cl 15.5%

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:(IV)

Horner-Emmons condensation of benzophenone (I) with triethyl phosphonoacetate provides the unsaturated ester (II), which is further reduced with DIBAL in toluene to the allylic alcohol (III). Reaction of alcohol (III) with methanesulfonyl chloride and Et3N leads to chloride (IV). Finally, alkylation of 3-propionyl-3,9-diazabicyclo[3.3.1]nonane (V) with the allyl chloride (IV) furnishes the title compound.

1 Pinna, G.A.; Cignarella, G.; Loriga, G.; Murineddu, G.; Mussinu, J.-M.; Ruiu, S.; Fadda, P.; Fratta, W.; N-3(9)-Arylpropenyl-N-9(3)-propionyl-3,9-diazabicyclo[3.3.1]nonanes as mu-opioid receptor agonists. Effects on mu-affinity of arylalkenyl chain modifications. Bioorg Med Chem 2002, 10, 6, 1929.
2 Cignarella, G.; Pinna, G.A. (Centro Consortile Ricerche Neuropsicofarmacologiche a.r.l); 3,9-Diazabicyclo[3.3.1]nonane derivs. with analgesic activity. EP 1259511; WO 0160823 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 10019 Ethyl 2-(diethoxyphosphoryl)acetate; Triethyl phosphonoacetate 867-13-0 C8H17O5P 详情 详情
(I) 18732 benzophenone 119-61-9 C13H10O 详情 详情
(II) 61015 ethyl 3,3-diphenylacrylate C17H16O2 详情 详情
(III) 61016 3,3-diphenyl-2-propen-1-ol C15H14O 详情 详情
(IV) 61017 1-(3-chloro-1-phenyl-1-propenyl)benzene C15H13Cl 详情 详情
(V) 61018 1-(3,9-diazabicyclo[3.3.1]non-3-yl)-1-propanone C10H18N2O 详情 详情
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