头孢克肟GENE杂质 | 29126-11-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 中文名称: 头孢克肟GENE杂质
• 英文名称: (4-methoxyphenyl)methyl (6R,7R)-3-methyl-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 29126-11-2；57200-59-6
• 化学式: C₂₄H₂₄N₂O₅S
• 分子量: 452.531
• InChiKey: HLIWWMJJSNLIOK-NFBKMPQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  7-苯乙酰氨基-3-氯甲基-4-头孢烷酸对甲氧基苄酯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三(2-呋喃基)膦 三正丁基氢锡 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以98%的产率得到头孢克肟GENE杂质
  参考文献：
  名称：

  Palladium catalysis in cephalosporin chemistry: general methodology for the synthesis of cephem side chains

  摘要：

  DOI：

  10.1021/jo00310a014

文献信息

• Reactions of organocuprates with vinyl-triflates and related cephems: A novel approach to 3-substituted cephalosporins
  作者：Joydeep Kant、Chester Sapino、Stephen R. Baker

  DOI：10.1016/s0040-4039(00)97404-5

  日期：1990.1

  Vinyl-triflates and related 3-substituted cephems readily undergo addition-elimination reactions with a variety of organocuprates to form new carbon-carbon bonds. This chemistry presents a novel approach to the synthesis of 3-alkyl, 3-aryl, and 3-alkenylcephalosporins.

  乙烯基三氟甲磺酸酯和相关的3-取代的头孢很容易与各种有机铜化合物进行加成消除反应，以形成新的碳-碳键。该化学方法提供了一种合成3-烷基，3-芳基和3-烯基头孢菌素的新颖方法。
• Penicillin–Cephalosporin Conversion. XII. Electroreductive Dechlorination of 3′-Chlorocephalosporins into 3-Methylenecephams
  作者：Sigeru Torii、Hideo Tanaka、Toshiyuki Ohshima、Michio Sasaoka

  DOI：10.1246/bcsj.59.3975

  日期：1986.12

  An efficient electroreductive conversion of 3′-chlorocephalosporins and their analogues into the corresponding 3-methylenecephams has been performed in an aqueous THF–LiClO4–(Pb cathode) and/or aqueous MeCN–EtOH–LiClO4–NH4ClO4 (Pb cathode) system.

  在水性 THF-LiClO4-（Pb 阴极）和/或水性 MeCN-EtOH-LiClO4-NH4ClO4（Pb 阴极）系统中，将 3'-氯头孢菌素及其类似物有效电还原转化为相应的 3-亚甲基头孢菌素。
• Samarium diiodide mediated reduction of allyl halides. A new reductive approach to exomethylene cephams.
  作者：Walter Cabri、Ilaria Candiani、Angelo Bedeschi

  DOI：10.1016/s0040-4039(00)91834-3

  日期：1993.10

  A new method for the synthesis of exomethylene cepham based on the use of samarium diiodide is described. The reaction proved to be chemo-, regio-, and stereo-selective affording the exomethylene cephams possessing the natural configuration at C-4 in high yields.

  描述了一种基于二碘化sa合成exomethyl cepham的新方法。该反应证明是化学选择性的，区域选择性的和立体选择性的，以高收率提供了在C-4具有天然构型的乙二亚甲基头孢菌素。
• A facile synthesis of 7-amino-3-desacetoxycephalosporanic acid derivatives by indium-mediated reduction of 3-iodomethylcephems in aqueous media
  作者：Hyungsun Chae、Sangwon Cho、Gyochang Keum、Soon Bang Kang、Ae Nim Pae、Youseung Kim

  DOI：10.1016/s0040-4039(00)00512-8

  日期：2000.5

  An efficient reductive conversion of 3-iodomethylcephalosporin and 3-acetoxymethylcephalosporin derivatives mediated by indium into the corresponding 3-methylcephems and 3-methylenecephams in moderate to good yields has been developed in an aqueous system. 3-Methylenecephams are converted into the corresponding 3-methylcephems under previously reported basic conditions quantitatively. (C) 2000 Elsevier Science Ltd. All rights reserved.
• KANT, JOYDEEP;SAPINO, CHESTER (JR);BAKER, STEPHEN R., TETRAHEDRON LETT., 31,(1990) N4, C. 3389-3392
  作者：KANT, JOYDEEP、SAPINO, CHESTER (JR)、BAKER, STEPHEN R.

  DOI：——

  日期：——