(2R,3R)-2-Hydroxymethyl-3-(3-hydroxy-propyl)-azetidine-1-carboxylic acid benzyl ester | 185387-23-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3R)-2-Hydroxymethyl-3-(3-hydroxy-propyl)-azetidine-1-carboxylic acid benzyl ester
• CAS: 185387-23-9
• 化学式: C₁₅H₂₁NO₄
• 分子量: 279.336
• InChiKey: GUZSHDPBAUJNII-KGLIPLIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  70.0
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2R,3R)-2-Hydroxymethyl-3-(3-hydroxy-propyl)-azetidine-1-carboxylic acid benzyl ester 在 jones reagent 作用下， 生成 (2R,3R)-3-(3-Hydroxy-propyl)-azetidine-1,2-dicarboxylic acid 1-benzyl ester
  参考文献：
  名称：

  Synthesis and biology of the rigidified glutamate analogue, trans-2-carboxyazetidine-3-acetic acid (t-CAA)

  摘要：

  Chemical approaches to the (-)- and (+)-trans-2-carboxyazetidine-3-acetic acids (-)-1 and (+)-1, and their homologues (-)-2 and (+)-2, compounds that represent rigidified analogues of glutamate (glu), are reported together with the complete biological characterization of(+)-1 (t-CAA) at the known glu recognition sites. t-CAA was found to be an inhibitor of Na+-dependent glu uptake and to act as a kainate receptor ligand. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00464-7
• 作为产物：
  描述：

  (2R,3S)-3-Allyl-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidine-2-carboxylic acid 在 盐酸 、 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 双氧水 、 二异丁基氢化铝 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 为溶剂， 反应 6.0h， 生成 (2R,3R)-2-Hydroxymethyl-3-(3-hydroxy-propyl)-azetidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Synthesis and biology of the rigidified glutamate analogue, trans-2-carboxyazetidine-3-acetic acid (t-CAA)

  摘要：

  Chemical approaches to the (-)- and (+)-trans-2-carboxyazetidine-3-acetic acids (-)-1 and (+)-1, and their homologues (-)-2 and (+)-2, compounds that represent rigidified analogues of glutamate (glu), are reported together with the complete biological characterization of(+)-1 (t-CAA) at the known glu recognition sites. t-CAA was found to be an inhibitor of Na+-dependent glu uptake and to act as a kainate receptor ligand. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00464-7