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【结 构 式】

【分子编号】53802

【品名】3-[(3-aminopropyl)amino]-1-propanol

【CA登记号】n/a

【 分 子 式 】C6H16N2O

【 分 子 量 】132.20592

【元素组成】C 54.51% H 12.2% N 21.19% O 12.1%

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:(CXXVI)

In a further synthetic strategy, an azido precursor of spermidine (CXXX) was used in the reductive amination step. Condensation between 1,3-diaminopropane (CXXIV) and 4-chloro-1-butanol (CXXV) provided the diamino alcohol (CXXVI). Protection of the amino groups of (CXXVI) with di-tert-butyl dicarbonate yielded alcohol (CXXVII), which was converted to mesylate (CXXVIII) by treatment with methanesulfonyl chloride and triethylamine. Subsequent mesylate displacement in (CXXVIII) with NaN3 in DMF furnished the di-Boc-protected azide (CXXIX). The Boc protecting groups of (CXXIX) were then removed by treatment with HCl to give the desired diamino azide (CXXX). Reductive amination of the 3-keto steroid (CXXI) with amine (CXXX) yielded the 3-beta amino steroid (CXXXI). The azido group of (CXXXI) was finally reduced to the title triamino compound by catalytic hydrogenation over Raney-Ni.

1 Weis, A.L.; et al.; Synthesis of an azido spermidine equivalent. Tetrahedron Lett 1999, 40, 26, 4863.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(CXXIV) 19331 3-aminopropylamine; 1,3-propanediamine 109-76-2 C3H10N2 详情 详情
(CXXV) 19490 3-chloro-1-propanol 627-30-5 C3H7ClO 详情 详情
(CXXI) 53799 (1R,4R)-4-[(5S,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-10,13-dimethyl-3-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]-1-isopropylpentyl hydrogen sulfate n/a C27H46O6S 详情 详情
(CXXVI) 53802 3-[(3-aminopropyl)amino]-1-propanol n/a C6H16N2O 详情 详情
(CXXVII) 53803 tert-butyl 3-[(tert-butoxycarbonyl)amino]propyl(3-hydroxypropyl)carbamate n/a C16H32N2O5 详情 详情
(CXXVIII) 53804 3-((tert-butoxycarbonyl){3-[(tert-butoxycarbonyl)amino]propyl}amino)propyl methanesulfonate n/a C17H34N2O7S 详情 详情
(CXXIX) 53805 tert-butyl 3-azidopropyl{3-[(tert-butoxycarbonyl)amino]propyl}carbamate n/a C16H31N5O4 详情 详情
(CXXX) 53806 N-(3-aminopropyl)-N-(3-azidopropyl)amine; N1-(3-azidopropyl)-1,3-propanediamine n/a C6H15N5 详情 详情
(CXXXII) 53807 (1R,4R)-4-[(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-({3-[(3-azidopropyl)amino]propyl}amino)-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]-1-isopropylpentyl hydrogen sulfate n/a C33H61N5O5S 详情 详情
Extended Information