3,5-dimethyltricyclo[3.3.1.1~3,7~]dec-1-ylamine; 3,5-dimethyltricyclo[3.3.1.1~3,7~]decan-1-amine -Drug Synthesis Database

【结构式】

【分子编号】63744

【品名】3,5-dimethyltricyclo[3.3.1.1~3,7~]dec-1-ylamine; 3,5-dimethyltricyclo[3.3.1.1~3,7~]decan-1-amine

【CA登记号】

【分子式】C₁₂H₂₁N

【分子量】179.30548

【元素组成】C 80.38% H 11.8% N 7.81%

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：(III)

1-Bromo-3,5-dimethyladamantane (I) is subjected to Ritter reaction with acetonitrile in the presence of H2SO4 to produce acetamide (II). This is further hydrolyzed to the aminoadamantane (III) employing NaOH in refluxing diethyleneglycol. Condensation of amine (III) with maleic anhydride (IV) leads to the maleamic acid (V), which is finally cyclized to the target maleimide upon heating in acetic anhydride in the presence of NaOAc.

参考文献中间体

合成目标

【1】 Wang, J.J.; Chern, Y.-T.; Liu, T.-Y.; Chi, C.-W.; In vitro and in vivo growth inhibition of cancer cells by adamantylmaleimide derivatives. Anti-Cancer Drug Des 1998, 13, 7, 779.

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)	52352	1-bromo-3,5-dimethyltricyclo[3.3.1.1~3,7~]decane		C₁₂H₁₉Br	详情	详情
(II)	63743	N-(3,5-dimethyltricyclo[3.3.1.1~3,7~]dec-1-yl)acetamide		C₁₄H₂₃NO	详情	详情
(III)	63744	3,5-dimethyltricyclo[3.3.1.1~3,7~]dec-1-ylamine; 3,5-dimethyltricyclo[3.3.1.1~3,7~]decan-1-amine		C₁₂H₂₁N	详情	详情
(IV)	11182	2,5-Furandione; Maleic anhydride	108-31-6	C₄H₂O₃	详情	详情
(V)	63745	4-[(3,5-dimethyltricyclo[3.3.1.1~3,7~]dec-1-yl)amino]-4-oxo-2-butenoic acid		C₁₆H₂₃NO₃	详情	详情

Extended Information