diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate | 315206-81-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate
• 英文别名: benzhydryl (2R,3R,6R,7R)-3-hydroxy-8-oxo-7-[(2-phenylacetyl)amino]-3-prop-2-enyl-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate
• CAS: 315206-81-6
• 化学式: C₃₁H₃₀N₂O₅S
• 分子量: 542.656
• InChiKey: VGGOXRRGOCOHJJ-QDTVEQCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate 在 4-二甲氨基吡啶 、 potassium tert-butylate 、 间氯过氧苯甲酸 、 三氯化磷 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (6R,7R)-3-Allyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Indium and Tin Mediated Allylation Reactions of 3-Hydroxycephem in Aqueous Media

  摘要：

  Allylation of the C-3 position of the cephem nucleus was accomplished by either indium mediated or indium trichloride promoted tin mediated allylation reactions in aqueous media. Both methods gave 3-allyl-3-hydroxycephams 2a similar to 2d, in moderate to excellent yields.

  DOI：

  10.1080/00397910008087052
• 作为产物：
  描述：

  3-羟基头孢 、 3-溴丙烯 在 indium 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 8.0h， 以98%的产率得到diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate
  参考文献：
  名称：

  Indium and Tin Mediated Allylation Reactions of 3-Hydroxycephem in Aqueous Media

  摘要：

  Allylation of the C-3 position of the cephem nucleus was accomplished by either indium mediated or indium trichloride promoted tin mediated allylation reactions in aqueous media. Both methods gave 3-allyl-3-hydroxycephams 2a similar to 2d, in moderate to excellent yields.

  DOI：

  10.1080/00397910008087052

文献信息

• Indium and Tin Mediated Allylation Reactions of 3-Hydroxycephem in Aqueous Media
  作者：Jie Eun Lee、Joo Hwan Cha、Ae Nim Pae、Kyung II Choi、Hun Yeong Koh、Youseung Kim、Yong Seo Cho

  DOI：10.1080/00397910008087052

  日期：2000.12

  Allylation of the C-3 position of the cephem nucleus was accomplished by either indium mediated or indium trichloride promoted tin mediated allylation reactions in aqueous media. Both methods gave 3-allyl-3-hydroxycephams 2a similar to 2d, in moderate to excellent yields.