Phenyl-acetic acid (S)-1-difluoromethyl-nonyl ester | 132152-09-1

• 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: Phenyl-acetic acid (S)-1-difluoromethyl-nonyl ester
• 英文别名: [(2S)-1,1-difluorodecan-2-yl] 2-phenylacetate
• CAS: 132152-09-1
• 化学式: C₁₈H₂₆F₂O₂
• 分子量: 312.4
• InChiKey: IGBYMFONDPVDLI-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Phenyl-acetic acid (S)-1-difluoromethyl-nonyl ester 反应 5.0h， 以48%的产率得到(S)-(-)-1,1-difluoro-2-decanol
  参考文献：
  名称：

  Stereoselective synthesis of fluorinated materials catalyzed by an antibody

  摘要：

  A monoclonal antibody, elicited by a transition-state analogue for the hydrolysis of fluorinated esters, acted as an enzymelike catalyst for the preparation of chiral fluorinated compounds. The syntheses of (R)- or (S)-1-(fluoroalkyl)alkanols and an allylic alcohol possessing a trifluoromethyl group in high optical purity (> 98% enantiomeric excess (ee)) by antibody-derived reagents are described. The role of molecular recognition by antibody reagents and its importance to the preparation of optically pure materials is described. Significantly, it has been found that a fluoromethyl group on the stereogenic center or an acyloyl group enhanced the optical purity of the resultant products.

  DOI：

  10.1021/ja00006a032
• 作为产物：
  描述：

  1,1-difluoro-2-dicanyl phenylacetate 生成 Phenyl-acetic acid (S)-1-difluoromethyl-nonyl ester
  参考文献：
  名称：

  KITAZUME, TOMOYA;LIN, JENQ TAIN;TAKEDA, MITSUNORI;YAMAZAKI, TAKASHI, J. AMER. CHEM. SOC., 113,(1991) N, C. 2123-2126

  摘要：

  DOI：