methyl (1R,2S)-2-[2-cyano-2-(triphenyl-lambda5-phosphanylidene)acetyl]cyclobutane-1-carboxylate | 874799-59-4

• 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: methyl (1R,2S)-2-[2-cyano-2-(triphenyl-lambda5-phosphanylidene)acetyl]cyclobutane-1-carboxylate
• 英文别名: methyl (1R,2S)-2-[2-cyano-2-(triphenyl-λ5-phosphanylidene)acetyl]cyclobutane-1-carboxylate
• CAS: 874799-59-4
• 化学式: C₂₇H₂₄NO₃P
• 分子量: 441.466
• InChiKey: RSWJZHCTOWPRET-BJKOFHAPSA-N

物化性质

• 沸点：
  591.5±60.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  67.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (1R,2S)-2-[2-cyano-2-(triphenyl-lambda5-phosphanylidene)acetyl]cyclobutane-1-carboxylate 在 lithium hydroxide 、 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 (1R,2R)-2-oxalocyclobutane-1-carboxylic acid
  参考文献：
  名称：

  Synthesis of the constrained glutamate analogues (2S,1′R,2′R)- and (2S,1′S,2′S)-2-(2′-carboxycyclobutyl)glycines L-CBG-II and L-CBG-I by enzymatic transamination

  摘要：

  Optically pure trans-cyclobutane analogues of glutamic acid are prepared by highly selective enzymatic transamination of a single racemic trans-cyclobutane alpha-ketoglutaric acid derivative 5, which is synthesized in five steps from maleic anhydride. (2S,1'R,2'R)- and (2S,I'S,2'S)-2-(2'-carboxycyclobutyl)glycines L-CBG-II and L-CBG-I are obtained using aspartate aminotransferase (AAT) and branched chain aminotransferase (BCAT), respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.156
• 作为产物：
  描述：

  dimethyl cis-1,2-cyclobutanedicarboxylate 在 4-二甲氨基吡啶 、 pig liver esterase 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 methyl (1R,2S)-2-[2-cyano-2-(triphenyl-lambda5-phosphanylidene)acetyl]cyclobutane-1-carboxylate
  参考文献：
  名称：

  Synthesis of the constrained glutamate analogues (2S,1′R,2′R)- and (2S,1′S,2′S)-2-(2′-carboxycyclobutyl)glycines L-CBG-II and L-CBG-I by enzymatic transamination

  摘要：

  Optically pure trans-cyclobutane analogues of glutamic acid are prepared by highly selective enzymatic transamination of a single racemic trans-cyclobutane alpha-ketoglutaric acid derivative 5, which is synthesized in five steps from maleic anhydride. (2S,1'R,2'R)- and (2S,I'S,2'S)-2-(2'-carboxycyclobutyl)glycines L-CBG-II and L-CBG-I are obtained using aspartate aminotransferase (AAT) and branched chain aminotransferase (BCAT), respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.156