ethyl (R)-4-amino-5-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-5-oxopentanoate | 212139-61-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl (R)-4-amino-5-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-5-oxopentanoate
• CAS: 212139-61-2
• 化学式: C₁₇H₂₈N₂O₅S
• 分子量: 372.486
• InChiKey: ZLHDFFBFMCHEGP-LKQDWFRTSA-N

物化性质

• 沸点：
  512.4±60.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.02
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  106.77
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl (R)-4-amino-5-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-5-oxopentanoate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 D-谷氨酸
  参考文献：
  名称：

  Highly diastereoselective monoalkylation and Michael addition of N-(diphenylmethylene)glycinesultam under solid–liquid phase-transfer catalysis conditions using potassium carbonate as base

  摘要：

  Treatment of a sultam-derived N-(diphenylmethylene)glycinate equivalent 1 with activated (allylic and propargylic) organic bromides and with Michael accepters under solid-liquid phase-transfer catalysis conditions, using potassium carbonate as base, affords the monoalkylated compounds with high diastereoselectivity (>97% d.e.). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00169-4
• 作为产物：
  描述：

  (R)-4-(Benzhydrylidene-amino)-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-oxo-pentanoic acid ethyl ester 在 柠檬酸 作用下， 以 乙醚 为溶剂， 以72%的产率得到ethyl (R)-4-amino-5-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-5-oxopentanoate
  参考文献：
  名称：

  Highly diastereoselective monoalkylation and Michael addition of N-(diphenylmethylene)glycinesultam under solid–liquid phase-transfer catalysis conditions using potassium carbonate as base

  摘要：

  Treatment of a sultam-derived N-(diphenylmethylene)glycinate equivalent 1 with activated (allylic and propargylic) organic bromides and with Michael accepters under solid-liquid phase-transfer catalysis conditions, using potassium carbonate as base, affords the monoalkylated compounds with high diastereoselectivity (>97% d.e.). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00169-4