N-(6,6-dimethyl-2,4-heptadiynyl)-N-methyl-N-(1-naphthylmethyl)amine; N,6,6-trimethyl-N-(1-naphthylmethyl)-2,4-heptadiyn-1-amine -Drug Synthesis Database

【结构式】

【分子编号】30535

【品名】N-(6,6-dimethyl-2,4-heptadiynyl)-N-methyl-N-(1-naphthylmethyl)amine; N,6,6-trimethyl-N-(1-naphthylmethyl)-2,4-heptadiyn-1-amine

【CA登记号】

【分子式】C₂₁H₂₃N

【分子量】289.42036

【元素组成】C 87.15% H 8.01% N 4.84%

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)

The condensation of N-methyl-N-(1-naphthylmethyl)propargylamine (I) with 1-bromo-2-tert-butylacetylene (II) by means of Cu2Cl2 gives N-methyl-N-(1-naphthylmethyl)-6,6-dimethylhept-2,4-diynylamine (III), which is then reduced selectively with diisobutylaluminurn hydride in toluene.

参考文献中间体

合成目标

【1】 Stutz, A.; SF-86327 and related compounds: Synthetic methods. Int Con Chemother 1983, 116, 5-8.
【2】 Stutz, A. (Novartis AG); Propenylamines, pharmaceutical compositions containing them and their use as pharmaceuticals. EP 0024587; JP 56032440; JP 63313753; Us 4755534 .
【3】 Serradell, M.N.; Castaner, J.; SF-86327. Drugs Fut 1984, 9, 6, 425.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	30533	N-methyl-N-(1-naphthylmethyl)-N-(2-propynyl)amine; N-methyl-N-(1-naphthylmethyl)-2-propyn-1-amine	C₁₅H₁₅N	详情	详情
(II)	30534	1-bromo-3,3-dimethyl-1-butyne	C₆H₉Br	详情	详情
(III)	30535	N-(6,6-dimethyl-2,4-heptadiynyl)-N-methyl-N-(1-naphthylmethyl)amine; N,6,6-trimethyl-N-(1-naphthylmethyl)-2,4-heptadiyn-1-amine	C₂₁H₂₃N	详情	详情

合成路线2

该中间体在本合成路线中的序号：(III)

The condensation of N-(1-naphthylmethyl)methylamine (IV) with formaldehyde and 5,5-dimethylhexadiine (V) by means of Cu2Cl2 also gives (III), which is then reduced selectively with diisobutylaluminum hydride in toluene.

参考文献中间体

合成目标

【1】 Stutz, A.; SF-86327 and related compounds: Synthetic methods. Int Con Chemother 1983, 116, 5-8.
【2】 Serradell, M.N.; Castaner, J.; SF-86327. Drugs Fut 1984, 9, 6, 425.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(III)	30535	N-(6,6-dimethyl-2,4-heptadiynyl)-N-methyl-N-(1-naphthylmethyl)amine; N,6,6-trimethyl-N-(1-naphthylmethyl)-2,4-heptadiyn-1-amine		C₂₁H₂₃N	详情	详情
(IV)	10108	N-Methyl(1-naphthyl)methanamine; N-Methyl-N-(1-naphthylmethyl)amine; 1-Methyl-1-naphthalenemethylamine	65473-13-4	C₁₂H₁₃N	详情	详情
(V)	30536	5,5-dimethyl-1,3-hexadiyne		C₈H₁₀	详情	详情

Extended Information