methyl (2S)-2-([[5-(aminomethyl)-2'-methyl[1,1'-biphenyl]-2-yl]carbonyl]amino)-4-(methylsulfanyl)butanoate -Drug Synthesis Database

【结构式】

【分子编号】50133

【品名】methyl (2S)-2-([[5-(aminomethyl)-2'-methyl[1,1'-biphenyl]-2-yl]carbonyl]amino)-4-(methylsulfanyl)butanoate

【CA登记号】

【分子式】C₂₁H₂₆N₂O₃S

【分子量】386.51512

【元素组成】C 65.26% H 6.78% N 7.25% O 12.42% S 8.3%

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：(I)

Reductive amination of the methionine methyl ester adduct of 2-(2-methylphenyl)-4-aminomethyl benzoic acid (I) with 1-trityl-4-formylimidazole (II) gave the secondary amine (III). After trityl group deprotection, the resultant methyl ester (IV) was hydrolyzed to the target carboxylic acid by using LiOH.

参考文献中间体

合成目标

【1】 Blaskovich, M.A.; Hamilton, A.D.; Sun, J.; Knowles, D.; Bailey, R.D.; Sebti, S.M.; Ohkanda, J.; Qian, Y.; Antitumor efficacy of a novel class of non-thiol-containing peptidomimetic inhibitors of farnesyltransferase and geranylgeranyltransferase I: Combination therapy with the cytotoxic agents cisplatin, Taxol, and gemcitabine. Cancer Res 1999, 59, 19, 4919.

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)	50133	methyl (2S)-2-([[5-(aminomethyl)-2'-methyl[1,1'-biphenyl]-2-yl]carbonyl]amino)-4-(methylsulfanyl)butanoate		C₂₁H₂₆N₂O₃S	详情	详情
(II)	27712	1-trityl-1H-imidazole-4-carbaldehyde；1-Tritylimidazole-4-carboxaldehyde	33016-47-6	C₂₃H₁₈N₂O	详情	详情
(III)	50134	methyl (2S)-4-(methylsulfanyl)-2-([[2'-methyl-5-([[(1-trityl-1H-imidazol-4-yl)methyl]amino]methyl)[1,1'-biphenyl]-2-yl]carbonyl]amino)butanoate		C₄₄H₄₄N₄O₃S	详情	详情
(IV)	50135	methyl (2S)-2-[[(5-[[(1H-imidazol-4-ylmethyl)amino]methyl]-2'-methyl[1,1'-biphenyl]-2-yl)carbonyl]amino]-4-(methylsulfanyl)butanoate		C₂₅H₃₀N₄O₃S	详情	详情

Extended Information