(R)-(+)-1,1-difluoro-2-octanol | 123986-79-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (R)-(+)-1,1-difluoro-2-octanol
• 英文别名: (2R)-1,1-difluorooctan-2-ol
• CAS: 123986-79-8
• 化学式: C₈H₁₆F₂O
• 分子量: 166.211
• InChiKey: VCEJTSPGGYAMFU-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Phenyl-acetic acid 1-difluoromethyl-heptyl ester 在 disodium hydrogenphosphate 、 potassium dihydrogenphosphate 、 (-) hapten 作用下， 反应 22.0h， 生成 (R)-(+)-1,1-difluoro-2-octanol
  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

文献信息

• A microbially-based approach for the synthesis of chiral secondary alcohols bearing the difluoromethyl or chlorodifluoromethyl group
  作者：Tomoya Kitazume、Masatomo Asai、Takashi Tsukamoto、Takashi Yamazaki

  DOI：10.1016/s0022-1139(00)81174-4

  日期：1992.3

  A synthetic approach to both enantiomers of the secondary alcohols [Ph(CH2)n CH(OH)CXF2 (n = 0-2) C6H13(CH2)n CH(OH)CFX2 (n = 0 or 2) and CXF2CH(OH)CH2CO2Et [X = H or Cl], involving the stereoselective hydrolysis of ester derivatives, is described. The absolute configurations of these difluoromethylated or chlorodifluoromethylated molecules were determined.
• KITAZUME, TOMOYA;LIN, JENQ TAIN;TAKEDA, MITSUNORI;YAMAZAKI, TAKASHI, J. AMER. CHEM. SOC., 113,(1991) N, C. 2123-2126
  作者：KITAZUME, TOMOYA、LIN, JENQ TAIN、TAKEDA, MITSUNORI、YAMAZAKI, TAKASHI

  DOI：——

  日期：——