(1S,2R,3R)-2-[(S)-1-tert-Butoxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-vinyl-cyclopropanecarboxylic acid methyl ester | 185041-58-1

• 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: (1S,2R,3R)-2-[(S)-1-tert-Butoxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-vinyl-cyclopropanecarboxylic acid methyl ester
• CAS: 185041-58-1
• 化学式: C₂₀H₃₇NO₅Si
• 分子量: 399.603
• InChiKey: DWHPWPGZGZMVAJ-WCVJEAGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,2R,3R)-2-[(S)-1-tert-Butoxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-vinyl-cyclopropanecarboxylic acid methyl ester 在 palladium on activated charcoal jones reagent 、 氢气 、 氢气 作用下， 生成 (1S,2R,3R)-2-((S)-tert-Butoxycarbonylamino-methoxycarbonyl-methyl)-3-ethyl-cyclopropanecarboxylic acid methyl ester
  参考文献：
  名称：

  Syntheses of trans-3′-substituted-CCG-IV analogs and their characterization to ionotropic glutamate receptors

  摘要：

  Trans-3'-substituted-CCG-IV analogs (2 and 3) were efficiently synthesized via an intramolecular cycloaddition of diazoacetamide 4a using a chiral rhodium catalyst. These analogs evoked marked depolarization through ionotropic glutamate receptors on the spinal motoneurons or the kainate-sensitive dorsal root C-fiber of new born rats even though their binding affinities for the receptors on rat brain synaptic membranes were relatively low. These results suggest that the depolarizing action on C-fiber is not caused by the activation of kainate high affinity sites. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0960-894x(96)00436-2
• 作为产物：
  描述：

  (1R,1aR,1bS,5aR)-1-Hydroxymethyl-4,4-dimethyl-tetrahydro-3-oxa-4a-aza-cyclopropa[a]pentalen-5-one 在 4-二甲氨基吡啶 、 lithium hydroxide 、 重铬酸吡啶 、 lutidine 、 camphor-10-sulfonic acid 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 (1S,2R,3R)-2-[(S)-1-tert-Butoxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-vinyl-cyclopropanecarboxylic acid methyl ester
  参考文献：
  名称：

  Syntheses of trans-3′-substituted-CCG-IV analogs and their characterization to ionotropic glutamate receptors

  摘要：

  Trans-3'-substituted-CCG-IV analogs (2 and 3) were efficiently synthesized via an intramolecular cycloaddition of diazoacetamide 4a using a chiral rhodium catalyst. These analogs evoked marked depolarization through ionotropic glutamate receptors on the spinal motoneurons or the kainate-sensitive dorsal root C-fiber of new born rats even though their binding affinities for the receptors on rat brain synaptic membranes were relatively low. These results suggest that the depolarizing action on C-fiber is not caused by the activation of kainate high affinity sites. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0960-894x(96)00436-2