N-tert-butoxycarbonyl-4-methylene-D-glutamic acid | 175088-88-7

• 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: N-tert-butoxycarbonyl-4-methylene-D-glutamic acid
• 英文别名: (4R)-2-methylidene-4-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioic acid
• CAS: 175088-88-7
• 化学式: C₁₁H₁₇NO₆
• 分子量: 259.259
• InChiKey: SMUGUEYZXFUXTD-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-tert-butoxycarbonyl-4-methylene-D-glutamic acid 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以97%的产率得到D-γ-methyleneglutamic acid hydrochloride
  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 lithium hydroxide 、 柠檬酸 作用下， 以 四氢呋喃 、 乙醚 、 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

文献信息

• Highly diastereoselective monoalkylation and Michael addition of N-(diphenylmethylene)glycinesultam under solid–liquid phase-transfer catalysis conditions using potassium carbonate as base
  作者：Anna López、Roser Pleixats

  DOI：10.1016/s0957-4166(98)00169-4

  日期：1998.6

  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.