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【结 构 式】 
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【分子编号】21626 【品名】2-([[(1S)-2-(benzhydryloxy)-1-methyl-2-oxoethyl]oxy]imino)-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid 【CA登记号】 |
【 分 子 式 】C40H33N3O5S 【 分 子 量 】667.78524 【元素组成】C 71.95% H 4.98% N 6.29% O 11.98% S 4.8% |
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)Amino cephem compound (II) was condensed with acid (I) using phosphoryl chloride and pyridine to yield amide (III). After conversion of the chloromethyl group of (III) into the correspondig iodide (IV) upon treatment with NaI in acetone, displacement of the halogen atom with 2-mercaptothiazolo[4,5-c]pyridine (V) in DMF provided sulfide (VI). Quaternization of the pyridine nitrogen atom of (VI) with CH3I, to give pyridinium salt (VII).
| 【1】 Tsushima, M.; Kano, Y.; Iwamatsu, K.; Tamura, A.; Umemura, E.; Shibahara, S.; Novel cephalosporin derivatives possessing a bicyclic heterocycle at the 3-position. Part II: Synthesis and antibacterial activity of 3-(5-methylthiazolo[4,5-c]pyridinium-2-yl)thiomethylcephalosporin derivatives and related compounds. Bioorg Med Chem 1998, 6, 9, 1641. |
| 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) | 21626 | 2-([[(1S)-2-(benzhydryloxy)-1-methyl-2-oxoethyl]oxy]imino)-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid | C40H33N3O5S | 详情 | 详情 | |
| (II) | 21627 | 4-methoxybenzyl (7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C16H17ClN2O4S | 详情 | 详情 | |
| (III) | 21628 | 4-methoxybenzyl (7R)-7-([2-([[(1S)-2-(benzhydryloxy)-1-methyl-2-oxoethyl]oxy]imino)-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino)-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C56H48ClN5O8S2 | 详情 | 详情 | |
| (IV) | 21629 | 4-methoxybenzyl (7R)-7-([2-([[(1S)-2-(benzhydryloxy)-1-methyl-2-oxoethyl]oxy]imino)-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino)-3-(iodomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C56H48IN5O8S2 | 详情 | 详情 | |
| (V) | 21630 | [1,3]thiazolo[4,5-c]pyridine-2-thiol; [1,3]thiazolo[4,5-c]pyridin-2-ylhydrosulfide | C6H4N2S2 | 详情 | 详情 | |
| (VI) | 21631 | 4-methoxybenzyl (7R)-7-([2-([[(1S)-2-(benzhydryloxy)-1-methyl-2-oxoethyl]oxy]imino)-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino)-8-oxo-3-[([1,3]thiazolo[4,5-c]pyridin-2-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C62H51N7O8S4 | 详情 | 详情 | |
| (VII) | 21632 | 2-[[((7R)-7-([2-([[(1S)-2-(benzhydryloxy)-1-methyl-2-oxoethyl]oxy]imino)-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino)-2-[[(4-methoxybenzyl)oxy]carbonyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl]sulfanyl]-5-methyl[1,3]thiazolo[4,5-c]pyridin-5-ium iodide | C63H54IN7O8S4 | 详情 | 详情 |
Extended Information