(R)-4-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)-2-methylene-5-oxo-pentanoic acid ethyl ester | 212139-59-8

• 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: (R)-4-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)-2-methylene-5-oxo-pentanoic acid ethyl ester
• CAS: 212139-59-8
• 化学式: C₁₈H₂₈N₂O₅S
• 分子量: 384.497
• InChiKey: MQSSKBBYVDNMCQ-AHXJXLJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  (R)-4-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)-2-methylene-5-oxo-pentanoic acid ethyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 2.0h， 生成 N-tert-butoxycarbonyl-4-methylene-D-glutamic acid
  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[5.2.1.01,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid ethyl ester 在 柠檬酸 作用下， 以 乙醚 为溶剂， 以85%的产率得到(R)-4-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)-2-methylene-5-oxo-pentanoic acid ethyl ester
  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