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【结 构 式】 
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【分子编号】60946 【品名】tert-butyl (2S)-2-{[((1R)-1-{[(2-ethoxy-2-oxoethyl)amino]carbonyl}-3-methylbutyl)(methyl)amino]carbonyl}-1-pyrrolidinecarboxylate 【CA登记号】 |
【 分 子 式 】C21H37N3O6 【 分 子 量 】427.5414 【元素组成】C 59% H 8.72% N 9.83% O 22.45% |
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：(V)The condensation of tert-butoxycarbonylproline (I) with methylamine (II), isovaleraldehyde (III) and ethyl isocyanoacetate (IV) in methanol gives Boc-Pro-Me-Leu-Gly-OEt (V), which is separated from its diastereoisomer by chromatography over silica gel. The reaction of (V) with ammonia in cold methanol yields the corresponding amide (VI). Finally this compound is deprotected by treatment with dry HCl in ethyl acetate
| 【1】 Blancafort, P.; Serradell, M.N.; Castaner, J.; Owen, R.T.; Pareptide. Drugs Fut 1979, 4, 11, 821. |
| 【2】 Failli, A.; et al.; Synthetic MIF analoges. Part I:synthesis by four component condensation (4CC) and classical methods. Arzneim-Forsch 1977, 27, 12, 2286. |
| 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) | 16734 | (2S)-1-(tert-butoxycarbonyl)tetrahydro-1H-pyrrole-2-carboxylic acid; N-alpha-t-BOC-L-proline; (2S)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid | C10H17NO4 | 详情 | 详情 | |
| (II) | 11021 | Methanamine; Methylamine | 74-89-5 | CH5N | 详情 | 详情 |
| (III) | 26052 | 3-methylbutanal | 590-86-3 | C5H10O | 详情 | 详情 |
| (IV) | 11877 | Cyanoacetic acid ethyl ester; Ethyl 2-cyanoacetate; Ethyl cyanoacetate; Ethyl isocyanacetate | 105-56-6 | C5H7NO2 | 详情 | 详情 |
| (V) | 60946 | tert-butyl (2S)-2-{[((1R)-1-{[(2-ethoxy-2-oxoethyl)amino]carbonyl}-3-methylbutyl)(methyl)amino]carbonyl}-1-pyrrolidinecarboxylate | C21H37N3O6 | 详情 | 详情 | |
| (VI) | 60947 | tert-butyl (2S)-2-{[((1R)-1-{[(2-amino-2-oxoethyl)amino]carbonyl}-3-methylbutyl)(methyl)amino]carbonyl}-1-pyrrolidinecarboxylate | C19H34N4O5 | 详情 | 详情 |
Extended Information