(2S)-2-cyano-2-isopropyl-4-pentenoic acid | 188183-36-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2S)-2-cyano-2-isopropyl-4-pentenoic acid
• CAS: 188183-36-0
• 化学式: C₉H₁₃NO₂
• 分子量: 167.208
• InChiKey: FSIMSAOYAXDHRE-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.81
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  61.09
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2S)-2-cyano-2-isopropyl-4-pentenoic acid 在 氯化亚砜 作用下， 生成 (R)-2-Cyano-2-isopropyl-pent-4-enoyl chloride
  参考文献：
  名称：

  A new approach to the stereoselective synthesis of conveniently protected α-allyl substituted amino acids; chiral key compounds in the synthesis of constrained peptide isostere constituents

  摘要：

  Enantiomerically pure alpha-allyl-N-Boc-aminoamides were prepared by Curtius rearrangement of alpha,alpha-dialkyl chiral 2-cyanoesters obtained by the diastereoselective allylation of chiral 2-cyanoesters according to a modification of our previously described procedure. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00516-2
• 作为产物：
  描述：

  (2S)-(1S,2R,4R)-10-(dicyclohexylsulfamoyl)isobornyl 2-cyano-2-isopropyl-4-pentenoate 在 甲醇 、 氢氧化钾 作用下， 反应 6.0h， 以99%的产率得到(2S)-2-cyano-2-isopropyl-4-pentenoic acid
  参考文献：
  名称：

  A new approach to the stereoselective synthesis of conveniently protected α-allyl substituted amino acids; chiral key compounds in the synthesis of constrained peptide isostere constituents

  摘要：

  Enantiomerically pure alpha-allyl-N-Boc-aminoamides were prepared by Curtius rearrangement of alpha,alpha-dialkyl chiral 2-cyanoesters obtained by the diastereoselective allylation of chiral 2-cyanoesters according to a modification of our previously described procedure. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00516-2