benzyl 2-[(2S,5R,11S)-8-(acetyloxymethyl)-3-oxo-11-phenyl-9-oxa-1,4-diazatricyclo[6.3.0.02,5]undecan-4-yl]-2-diethoxyphosphorylacetate | 143006-17-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: benzyl 2-[(2S,5R,11S)-8-(acetyloxymethyl)-3-oxo-11-phenyl-9-oxa-1,4-diazatricyclo[6.3.0.02,5]undecan-4-yl]-2-diethoxyphosphorylacetate
• CAS: 143006-17-1
• 化学式: C₃₀H₃₇N₂O₉P
• 分子量: 600.606
• InChiKey: KAJSVPMEHCWIPB-PFIAZYOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  42.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  120.91
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  benzyl 2-[(2S,5R,11S)-8-(acetyloxymethyl)-3-oxo-11-phenyl-9-oxa-1,4-diazatricyclo[6.3.0.02,5]undecan-4-yl]-2-diethoxyphosphorylacetate 在 hydroxide 作用下， 生成 benzyl 2-diethoxyphosphoryl-2-[(2S,5R,11S)-8-(hydroxymethyl)-3-oxo-11-phenyl-9-oxa-1,4-diazatricyclo[6.3.0.02,5]undecan-4-yl]acetate
  参考文献：
  名称：

  Synthesis of optically active .beta.-lactams by the photolytic reaction of imines with optically active chromium carbene complexes. 2. Synthesis of 1-carbacephalothin and 3-ANA relays

  摘要：

  A relay (3) to optically active 1-carbacephalothin (4) was prepared in modest yield with high stereoselectivity by the photochemical reaction of optically active chromium carbene complex 1 with functionalized imine 2. In contrast, the photochemical reaction of carbene complex 1 with imine precursors 15a,b to the nocardicins was much less stereoselective.

  DOI：

  10.1021/jo00046a030
• 作为产物：
  描述：

  benzyl 2-(tert-butyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetate 在 盐酸 、 lithium tetrafluoroborate 、 magnesium sulfate 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 58.17h， 生成 benzyl 2-[(2S,5R,11S)-8-(acetyloxymethyl)-3-oxo-11-phenyl-9-oxa-1,4-diazatricyclo[6.3.0.02,5]undecan-4-yl]-2-diethoxyphosphorylacetate
  参考文献：
  名称：

  Synthesis of optically active .beta.-lactams by the photolytic reaction of imines with optically active chromium carbene complexes. 2. Synthesis of 1-carbacephalothin and 3-ANA relays

  摘要：

  A relay (3) to optically active 1-carbacephalothin (4) was prepared in modest yield with high stereoselectivity by the photochemical reaction of optically active chromium carbene complex 1 with functionalized imine 2. In contrast, the photochemical reaction of carbene complex 1 with imine precursors 15a,b to the nocardicins was much less stereoselective.

  DOI：

  10.1021/jo00046a030