1-(3,9-diazabicyclo[3.3.1]non-3-yl)-1-propanone -Drug Synthesis Database

【结构式】

【分子编号】61018

【品名】1-(3,9-diazabicyclo[3.3.1]non-3-yl)-1-propanone

【CA登记号】

【分子式】C₁₀H₁₈N₂O

【分子量】182.2658

【元素组成】C 65.9% H 9.95% N 15.37% O 8.78%

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：(V)

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.

参考文献中间体

合成目标

【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

Extended Information