3,5-dichloro-N-[(3R)-3-(3,4-dichlorophenyl)-2-(methoxyimino)-6-methyl-5-heptenyl]-N-methylbenzamide -Drug Synthesis Database

【结构式】

【分子编号】44275

【品名】3,5-dichloro-N-[(3R)-3-(3,4-dichlorophenyl)-2-(methoxyimino)-6-methyl-5-heptenyl]-N-methylbenzamide

【CA登记号】

【分子式】C₂₃H₂₄Cl₄N₂O₂

【分子量】502.26664

【元素组成】C 55% H 4.82% Cl 28.23% N 5.58% O 6.37%

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：(XIII)

Alkylation of oxime (XI) with iodomethane in the presence of NaH provides the O-methyl oxime (XIII). Then, ozonolytic cleavage of the dimethylallyl group of (XIII), followed by reductive treatment with dimethylsulfide leads to aldehyde (XIV)

参考文献中间体

合成目标

【1】 Carruthers, N.I.; Alaimo, C.A.; Shih, N.-Y.; Lavey, B.J.; Ting, P.C.; Reichard, G.A. (Schering Corp.); Substd. oximes as neurokinin antagonists. EP 1032561; WO 9926924 .
【2】 Carruthers, N.I.; Reichard, G.A.; Shih, N.-Y.; Lavey, B.J.; Alaimo, C.A.; Ting, P.C. (Schering Corp.); Substd. oximes as neurokinin antagonists. US 6063926 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XI)	44273	3,5-dichloro-N-[(3R)-3-(3,4-dichlorophenyl)-2-(hydroxyimino)-6-methyl-5-heptenyl]-N-methylbenzamide	C₂₂H₂₂Cl₄N₂O₂	详情	详情
(XIII)	44275	3,5-dichloro-N-[(3R)-3-(3,4-dichlorophenyl)-2-(methoxyimino)-6-methyl-5-heptenyl]-N-methylbenzamide	C₂₃H₂₄Cl₄N₂O₂	详情	详情
(XIV)	44276	3,5-dichloro-N-[(3R)-3-(3,4-dichlorophenyl)-2-(methoxyimino)-5-oxopentyl]-N-methylbenzamide	C₂₀H₁₈Cl₄N₂O₃	详情	详情

合成路线2

该中间体在本合成路线中的序号：(XIV)

Oxime (XI) was O-methylated with methyl iodide and NaH to afford (XIV). Subsequent ozonolysis of the double bond of (XIV) generated aldehyde (XV).

参考文献中间体

合成目标

【1】 Carruthers, N.I.; Alaimo, C.A.; Shih, N.-Y.; Lavey, B.J.; Ting, P.C.; Reichard, G.A. (Schering Corp.); Substd. oximes as neurokinin antagonists. EP 1032561; WO 9926924 .
【2】 Carruthers, N.I.; Reichard, G.A.; Shih, N.-Y.; Lavey, B.J.; Alaimo, C.A.; Ting, P.C. (Schering Corp.); Substd. oximes as neurokinin antagonists. US 6063926 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XI)	44273	3,5-dichloro-N-[(3R)-3-(3,4-dichlorophenyl)-2-(hydroxyimino)-6-methyl-5-heptenyl]-N-methylbenzamide	C₂₂H₂₂Cl₄N₂O₂	详情	详情
(XIV)	44275	3,5-dichloro-N-[(3R)-3-(3,4-dichlorophenyl)-2-(methoxyimino)-6-methyl-5-heptenyl]-N-methylbenzamide	C₂₃H₂₄Cl₄N₂O₂	详情	详情
(XV)	44276	3,5-dichloro-N-[(3R)-3-(3,4-dichlorophenyl)-2-(methoxyimino)-5-oxopentyl]-N-methylbenzamide	C₂₀H₁₈Cl₄N₂O₃	详情	详情

Extended Information