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【结 构 式】

【分子编号】38810

【品名】2-(4-[[(2R)-3-(benzyloxy)-2-([2-[(tert-butoxycarbonyl)amino]-2-methylpropanoyl]amino)propanoyl]amino]-1H-imidazol-1-yl)-2-(4-methoxyphenyl)acetic acid

【CA登记号】

【 分 子 式 】C31H39N5O8

【 分 子 量 】609.67956

【元素组成】C 61.07% H 6.45% N 11.49% O 20.99%

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:(XIV)

4-Methoxyphenylacetic acid (VII) was esterified with EtOH and p-toluenesulfonic acid. The resulting ethyl ester (VIII) was brominated by means of N-bromosuccinimide to produce bromoester (IX), which was condensed with 4-nitroimidazole (X) yielding (XI). Reduction of the nitro group of (XI) by catalytic hydrogenation over Pd/C gave amine (XII). This was coupled with acid (VI) by means of EDC and HOBt to afford amide (XIII). Then, hydrolysis of the methyl ester of (XIII) with LiOH gave rise to carboxylic acid (XIV). Finally, coupling of (XIV) with 4-methylpiperidine (XV) generated the title compound.

1 Growth hormone secretagogues. EP 0933365; WO 9908699 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(VI) 28103 (2R)-3-(benzyloxy)-2-([2-[(tert-butoxycarbonyl)amino]-2-methylpropanoyl]amino)propionic acid C19H28N2O6 详情 详情
(VII) 34793 2-(4-methoxyphenyl)acetic acid; p-Methoxyphenyl formate; Homoanisic acid; p-Methyl benzyl formate; 4-methoxyphenylacetic acid; 4-methoxybenzeneacetic acid; p-methoxyphenylacetic acid 104-01-8 C9H10O3 详情 详情
(VIII) 38805 methyl 2-(4-methoxyphenyl)acetate 23786-14-3 C10H12O3 详情 详情
(IX) 38806 methyl 2-bromo-2-(4-methoxyphenyl)acetate C10H11BrO3 详情 详情
(X) 35764 4-nitro-1H-imidazole 3034-38-6 C3H3N3O2 详情 详情
(XI) 38807 methyl 2-(4-methoxyphenyl)-2-(4-nitro-1H-imidazol-1-yl)acetate C13H13N3O5 详情 详情
(XII) 38808 methyl 2-(4-amino-1H-imidazol-1-yl)-2-(4-methoxyphenyl)acetate C13H15N3O3 详情 详情
(XIII) 38809 methyl 2-(4-[[(2R)-3-(benzyloxy)-2-([2-[(tert-butoxycarbonyl)amino]-2-methylpropanoyl]amino)propanoyl]amino]-1H-imidazol-1-yl)-2-(4-methoxyphenyl)acetate C32H41N5O8 详情 详情
(XIV) 38810 2-(4-[[(2R)-3-(benzyloxy)-2-([2-[(tert-butoxycarbonyl)amino]-2-methylpropanoyl]amino)propanoyl]amino]-1H-imidazol-1-yl)-2-(4-methoxyphenyl)acetic acid C31H39N5O8 详情 详情
(XV) 10192 4-Methylpiperidine; gamma-Pipecoline 626-58-4 C6H13N 详情 详情
Extended Information