[(2R)-1,1-difluorodecan-2-yl] 4-[bis[[(2R)-1,1-difluorodecan-2-yl]oxy]phosphorylmethyl]benzoate | 132047-10-0

• 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: [(2R)-1,1-difluorodecan-2-yl] 4-[bis[[(2R)-1,1-difluorodecan-2-yl]oxy]phosphorylmethyl]benzoate
• CAS: 132047-10-0
• 化学式: C₃₈H₆₃F₆O₅P
• 分子量: 744.879
• InChiKey: NFBDKCLMBUBSHA-CKOYEXALSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.72
• 重原子数：
  50.0
• 可旋转键数：
  32.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [(2R)-1,1-difluorodecan-2-yl] 4-[bis[[(2R)-1,1-difluorodecan-2-yl]oxy]phosphorylmethyl]benzoate 在 sodium hydroxide 作用下， 生成 4-[[[(2R)-1,1-difluorodecan-2-yl]oxy-hydroxyphosphoryl]methyl]benzoic acid
  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：

  (4-carboxyphenyl)methylphosphonic acid 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 [(2R)-1,1-difluorodecan-2-yl] 4-[bis[[(2R)-1,1-difluorodecan-2-yl]oxy]phosphorylmethyl]benzoate
  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

• 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：——