methyl (2S,3S,4R)-1-benzoyl-3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-4-prop-1-en-2-ylpyrrolidine-2-carboxylate | 379268-88-9

• 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: methyl (2S,3S,4R)-1-benzoyl-3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-4-prop-1-en-2-ylpyrrolidine-2-carboxylate
• CAS: 379268-88-9
• 化学式: C₂₂H₂₉NO₅
• 分子量: 387.476
• InChiKey: ITYBPCNKGOJFEI-LNLFQRSKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (2S,3S,4R)-1-benzoyl-3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-4-prop-1-en-2-ylpyrrolidine-2-carboxylate 在 sodium hydroxide 作用下， 以 水 为溶剂， 以75%的产率得到alpha-异海人草酸
  参考文献：
  名称：

  Facile synthesis of (+)-α-allokainic acid via Pd-catalyzed hydrogenolysis of allyl acetate derived from trans-4-hydroxy-l-proline

  摘要：

  Pd(PPh3)(4)/PPh3-catalyzed hydrogenolysis of 3a derived from trans-4-hydroxy-L-proline using ammonium formate as a hydride reagent, provides olefin 4 as a major product, which is hydrolyzed to give (+)-alpha -allokainic acid. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01440-x
• 作为产物：
  描述：

  methyl (2S,3R)-1-benzoyl-4-hydroxy-3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-4-prop-1-en-2-ylpyrrolidine-2-carboxylate 在 palladium diacetate 4-二甲氨基吡啶 、 甲酸 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 methyl (2S,3S,4R)-1-benzoyl-3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-4-prop-1-en-2-ylpyrrolidine-2-carboxylate
  参考文献：
  名称：

  Facile synthesis of (+)-α-allokainic acid via Pd-catalyzed hydrogenolysis of allyl acetate derived from trans-4-hydroxy-l-proline

  摘要：

  Pd(PPh3)(4)/PPh3-catalyzed hydrogenolysis of 3a derived from trans-4-hydroxy-L-proline using ammonium formate as a hydride reagent, provides olefin 4 as a major product, which is hydrolyzed to give (+)-alpha -allokainic acid. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01440-x

文献信息

• Facile synthesis of (+)-α-allokainic acid via Pd-catalyzed hydrogenolysis of allyl acetate derived from trans-4-hydroxy-l-proline
  作者：Dawei Ma、Wengen Wu、Ping Deng

  DOI：10.1016/s0040-4039(01)01440-x

  日期：2001.9

  Pd(PPh3)(4)/PPh3-catalyzed hydrogenolysis of 3a derived from trans-4-hydroxy-L-proline using ammonium formate as a hydride reagent, provides olefin 4 as a major product, which is hydrolyzed to give (+)-alpha -allokainic acid. (C) 2001 Elsevier Science Ltd. All rights reserved.