【结 构 式】 |
【分子编号】51659 【品名】methyl (2R)-2-(methylamino)-3-[(4-phenoxyphenyl)sulfonyl]propanoate 【CA登记号】 |
【 分 子 式 】C17H19NO5S 【 分 子 量 】349.4076 【元素组成】C 58.44% H 5.48% N 4.01% O 22.9% S 9.18% |
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:(VII)The reaction of N-(benzyloxycarbonyl)-L-serine methyl ester (I) with Ts-Cl gives the corresponding tosylate (II), which is condensed with 4-phenoxythiophenol (III) to yield the thioether (IV). The oxidation of (IV) with Oxone affords the sulfone (V), which is N-deprotected with H2 over Pd/C to provide compound (VI) with a free amino group. The methylation of (VI) with methyl iodide gives the N-methyl derivative (VII), which is finally treated with hydroxylamine to afford the target hydroxamic acid.
【1】 Bedell, L.; Becker, D.P.; Barta, T.E.; et al.; alpha-Amino-beta-sulphone hydroxamates as potent MMP-13 inhibitors that spare MMP-1. Bioorg Med Chem Lett 2001, 11, 20, 2719. |
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) | 51660 | methyl (2S)-2-[[(benzyloxy)carbonyl]amino]-3-hydroxypropanoate | C12H15NO5 | 详情 | 详情 | |
(II) | 51655 | methyl (2S)-2-[[(benzyloxy)carbonyl]amino]-3-[[(4-methylphenyl)sulfonyl]oxy]propanoate | C19H21NO7S | 详情 | 详情 | |
(III) | 26254 | 4-phenoxybenzenethiol; 4-phenoxyphenylhydrosulfide | C12H10OS | 详情 | 详情 | |
(IV) | 51656 | methyl (2R)-2-[[(benzyloxy)carbonyl]amino]-3-[(4-phenoxyphenyl)sulfanyl]propanoate | C24H23NO5S | 详情 | 详情 | |
(V) | 51657 | methyl (2R)-2-[[(benzyloxy)carbonyl]amino]-3-[(4-phenoxyphenyl)sulfonyl]propanoate | C24H23NO7S | 详情 | 详情 | |
(VI) | 51658 | methyl (2R)-2-amino-3-[(4-phenoxyphenyl)sulfonyl]propanoate | C16H17NO5S | 详情 | 详情 | |
(VII) | 51659 | methyl (2R)-2-(methylamino)-3-[(4-phenoxyphenyl)sulfonyl]propanoate | C17H19NO5S | 详情 | 详情 |
Extended Information