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CAS 2227302-44-3

(6R,7R)-7-[[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-[(carbamoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacidhydrogenchloride

登记编号:Cefcamate Pivoxil Hydrochloride-014

应用背景(按来源药适应症)

细菌感染盐酸头孢卡品酯

来源药(使用该中间体的合成路线)

品种梯队到期年
盐酸头孢卡品酯Cefcamate Pivoxil HydrochlorideTier C · 观察 / 贸易-

合成路线中的位置(上下游链)

按路线登记顺序排列,左→右为合成方向;高亮为当前 CAS,其余可点击跳转对应档案。

盐酸头孢卡品酯优化路线步数:7总收率:120.1g(Cefcamate Pivoxil Hydrochloride (API))
Ethyl2-(bromoacetyl)pent-2-enoate→tert-Butylcarbamothioylcarbamatehydrobromide→Ethyl(2Z)-2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoate→2-[2(Z)-2-Boc-amino-1,3-thiazol-4-yl]pent-2-enoicacid→(6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→(6R,7R)-7-[[(2Z)-2-[2-[(tert-Butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacidN,N,N',N'-tetramethylguanidine(11)→(6R,7R)-7-[[(2Z)-2-[2-[(tert-Butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→Chlorosulfonicacidisocyanate→Trichloroacetylisocyanate→(6R,7R)-7-[[(2Z)-2-[2-[(tert-Butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-[(carbamoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacidN-(propan-2-yl)propan-2-amine→Sodium(6R,7R)-7-[[(2Z)-2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-[(carbamoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate→(6R,7R)-7-[[(2Z)-2-[2-[(tert-Butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-[(carbamoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→(6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-pentenoylamino]-3-(carbamoyloxymethyl)-3-cephem-4-carboxylicacid→(6R,7R)-7-[[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-[(carbamoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacidhydrogenchloride→Iodomethylpivalate→[(2,2-Dimethylpropanoyl)oxy]methyl(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-[(carbamoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

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