N,N'-diphenyliminoformamide -Drug Synthesis Database

【结构式】

【分子编号】33248

【品名】N,N'-diphenyliminoformamide

【CA登记号】622-15-1

【分子式】C₁₃H₁₂N₂

【分子量】196.25176

【元素组成】C 79.56% H 6.16% N 14.27%

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：(X)

Intermediate (VII) is methylated with dimethylsulfate and KOH in refluxing aqueous dioxane affording apogossypol hexamethyl ether (VIII) . The cleavage of the methoxy groups with BBr3 and aqueous NaOH yields apogossypol (IX), which by reaction with N,N'-diphenylformamidine (X) affords gossypol bis(N-phenylimine) (XI), which is finally hydrolyzed.

参考文献中间体

合成目标

【1】 Cashaw, J.L.; Edwards, J.D.Jr.; Studies in the naphtalene series. III. Synthesis of apogossypol hexamethyl ether. J Am Chem Soc 1957, 79, 2283.
【2】 Edwards, J.D.Jr.; Total synthesis of gossypol. J Am Chem Soc 1958, 80, 3798.
【3】 El-Nockrashy; J Am Oil Chem Soc 1963, 40, 1, 14.
【4】 Leeson, P.; Gossypol. Drugs Fut 1979, 4, 5, 338.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VII)	33245	2-(1-hydroxy-5-isopropyl-6,7-dimethoxy-3-methyl-2-naphthyl)-5-isopropyl-6,7-dimethoxy-3-methyl-1-naphthol		C₃₂H₃₈O₆	详情	详情
(VIII)	33246	1-isopropyl-6-(5-isopropyl-1,6,7-trimethoxy-3-methyl-2-naphthyl)-2,3,5-trimethoxy-7-methylnaphthalene; 1-isopropyl-6-(5-isopropyl-1,6,7-trimethoxy-3-methyl-2-naphthyl)-3,5-dimethoxy-7-methyl-2-naphthyl methyl ether		C₃₄H₄₂O₆	详情	详情
(IX)	33247	5-isopropyl-3-methyl-2-(1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-1,6,7-naphthalenetriol		C₂₈H₃₀O₆	详情	详情
(X)	33248	N,N'-diphenyliminoformamide	622-15-1	C₁₃H₁₂N₂	详情	详情
(XI)	33249	5-isopropyl-3-methyl-8-[(phenylimino)methyl]-2-[1,6,7-trihydroxy-5-isopropyl-3-methyl-8-[(phenylimino)methyl]-2-naphthyl]-1,6,7-naphthalenetriol		C₄₂H₄₀N₂O₆	详情	详情

Extended Information