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【结 构 式】 
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【分子编号】44932 【品名】4-nitrobenzyl (2S,4S)-2-[(5R)-3-(hydroxymethyl)-4,5-dihydro-5-isoxazolyl]-4-sulfanyl-1-pyrrolidinecarboxylate 【CA登记号】 |
【 分 子 式 】C16H19N3O6S 【 分 子 量 】381.40948 【元素组成】C 50.39% H 5.02% N 11.02% O 25.17% S 8.41% |
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)Displacement of the mesylate group of (XII) with potassium thioacetate gave thioester (XIII), which was further hydrolyzed to thiol (XIV). This was condensed with enol phosphate (XV) to afford the protected 1-methylcarbapenem (XVI). Finally, deprotection of the p-nitrobenzyl groups of (XVI) by zinc powder in the presence of phosphate buffer (pH 6.0) provided the title compound.
| 【1】 Park, S.W.; Yoo, K.H.; Shin, K.J.; Kang, Y.K.; Hong, C.Y.; Seo, K.J.; Park, S.Y.; Lee, C.-S.; Kim, D.J.; Synthesis and antibacterial activity of new carbapenems containing isoxazole moiety. Bioorg Med Chem Lett 2000, 10, 2, 95. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XII) | 44930 | 4-nitrobenzyl (2S,4R)-2-[(5R)-3-(hydroxymethyl)-4,5-dihydro-5-isoxazolyl]-4-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylate | C17H21N3O9S | 详情 | 详情 | |
| (XIII) | 44931 | 4-nitrobenzyl (2S,4S)-4-(acetylsulfanyl)-2-[(5R)-3-(hydroxymethyl)-4,5-dihydro-5-isoxazolyl]-1-pyrrolidinecarboxylate | C18H21N3O7S | 详情 | 详情 | |
| (XIV) | 44932 | 4-nitrobenzyl (2S,4S)-2-[(5R)-3-(hydroxymethyl)-4,5-dihydro-5-isoxazolyl]-4-sulfanyl-1-pyrrolidinecarboxylate | C16H19N3O6S | 详情 | 详情 | |
| (XV) | 13224 | 4-nitrobenzyl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | 90776-59-3 | C29H27N2O10P | 详情 | 详情 |
| (XVI) | 44933 | 4-nitrobenzyl (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-3-[((3S,5S)-5-[(5R)-3-(hydroxymethyl)-4,5-dihydro-5-isoxazolyl]-1-[[(4-nitrobenzyl)oxy]carbonyl]pyrrolidinyl)sulfanyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C33H35N5O12S | 详情 | 详情 |
Extended Information