N-pentyl-N-[(E)-benzylidene]amine; N-[(E)-benzylidene]-1-pentanamine -Drug Synthesis Database

【结构式】

【分子编号】15766

【品名】N-pentyl-N-[(E)-benzylidene]amine; N-[(E)-benzylidene]-1-pentanamine

【CA登记号】

【分子式】C₁₂H₁₇N

【分子量】175.27372

【元素组成】C 82.23% H 9.78% N 7.99%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(III)

Starting from N-pentylamine (I), the intermediate N-methyl-N-pentylamine (IV) is condensed with methyl methacrylate to give N-methyl-N-pentyl-beta-alanine methyl ester (V). After hydrolysis of the methyl ester (V), the bisphosphonate is produced in the common way using phosphorous oxychloride/phosphorous acid.

参考文献中间体

合成目标

【1】 Muhlbauer, R.C.; Bauss, F.; BM-21.0955, Monosodium Salt, Monohydrate. Drugs Fut 1994, 19, 1, 13.

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)	15764	amylamine; 1-pentanamine; pentylamine	110-58-7	C₅H₁₃N	详情	详情
(II)	10498	Benzaldehyde;Benzoic aldehyde;Phenylmethanal	100-52-7	C₇H₆O	详情	详情
(III)	15766	N-pentyl-N-[(E)-benzylidene]amine; N-[(E)-benzylidene]-1-pentanamine		C₁₂H₁₇N	详情	详情
(IV)	15767	N-Methylamylamine; N-methyl-N-pentylamine; N-methyl-1-pentanamine	25419-06-1	C₆H₁₅N	详情	详情
(V)	15768	methyl 3-[methyl(pentyl)amino]propanoate		C₁₀H₂₁NO₂	详情	详情
(VI)	15769	3-[methyl(pentyl)amino]propionic acid		C₉H₁₉NO₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(III)

参考文献中间体

合成目标

【1】 Baetz F,JunghansB 2006. Improved process for the preparation of sodium ibandronate, [l-hydroxy-3-(methylpentylamino) propylidene] bisphosphonic acid monosodium salt mmohydrate W0 2006045578（本专利申请人为F．Hoffmann-IA Roche AG, Switz）
【2】 Grassi S,Volante A. 2005. An improved process for the preparation of alkyl- and aryl-substituted-hydroxy-l,l-ethanediphosphonic acids and salts thereof by solvent-free reaction of carboxylic acids with pbosphoxous acid and phosphorus oxychloride. W0 2005063779(本专利申请人为Lyogen Limited, Cyprus)
【3】 Szabo CM, Matsumura Y, Fukrua S,et aL 2002. Inhibition of geranylgeranyl diphosphate synthase by bisphosphontes and diphosphates: a potential route to new bone antiresorption ru,d antiparasitic agents.J Med Che:m, 45 (11): 2185~2196

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)	15764	amylamine; 1-pentanamine; pentylamine	110-58-7	C₅H₁₃N	详情	详情
(II)	10498	Benzaldehyde;Benzoic aldehyde;Phenylmethanal	100-52-7	C₇H₆O	详情	详情
(III)	15766	N-pentyl-N-[(E)-benzylidene]amine; N-[(E)-benzylidene]-1-pentanamine		C₁₂H₁₇N	详情	详情
(IV)	15767	N-Methylamylamine; N-methyl-N-pentylamine; N-methyl-1-pentanamine	25419-06-1	C₆H₁₅N	详情	详情

Extended Information