2-fluoro-2-(2-naphthyl)-1,3-propanediol | 211506-15-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-fluoro-2-(2-naphthyl)-1,3-propanediol
• 英文别名: 2-Fluoro-2-naphthalen-2-ylpropane-1,3-diol
• CAS: 211506-15-9
• 化学式: C₁₃H₁₃FO₂
• 分子量: 220.243
• InChiKey: XHPLMUHYMDPAPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸乙烯酯 、 2-fluoro-2-(2-naphthyl)-1,3-propanediol 在 3 A molecular sieve 、 lipase S-PPL 作用下， 以 异丙醚 为溶剂， 反应 97.0h， 以64%的产率得到(2-Fluoro-3-hydroxy-2-naphthalen-2-ylpropyl) acetate
  参考文献：
  名称：

  Lipase mediated preparation of differently protected homochiral 2-aryl-2-fluoro-1,3-propanediols

  摘要：

  Lipase mediated asymmetric monohydrolysis of 2-aryl-2-fluoromalonic acid diesters or monoacetylation of 2-aryl-2-fluoro-1,3-propanediols affords chiral fluorinated polyfunctionalized C-3 synthons in excellent enantiomeric excess and acceptable chemical yields. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00181-5
• 作为产物：
  描述：

  diethyl 2-fluoro-2-(2-naphthyl)malonate 在 sodium tetrahydroborate 、 calcium chloride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.0h， 以30%的产率得到2-fluoro-2-(2-naphthyl)-1,3-propanediol
  参考文献：
  名称：

  Chemoenzymatic synthesis of 2-substituted 2-fluoro-1,3-dioxygenated chiral building blocks

  摘要：

  A series of 2-substituted-2-fluoro-1,3-dioxygenated chiral building blocks are synthesized via a chemoenzymatic route using either (i) lipase catalyzed monohydrolysis of suitably functionalized malonic diesters, or (ii) lipase catalyzed monoacetylation of suitably functionalized 1,3-propanediols. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00088-9

文献信息

• Lipase mediated preparation of differently protected homochiral 2-aryl-2-fluoro-1,3-propanediols
  作者：Giuseppe Guanti、Enrica Narisano、Renata Riva

  DOI：10.1016/s0957-4166(98)00181-5

  日期：1998.6

  Lipase mediated asymmetric monohydrolysis of 2-aryl-2-fluoromalonic acid diesters or monoacetylation of 2-aryl-2-fluoro-1,3-propanediols affords chiral fluorinated polyfunctionalized C-3 synthons in excellent enantiomeric excess and acceptable chemical yields. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
• Chemoenzymatic synthesis of 2-substituted 2-fluoro-1,3-dioxygenated chiral building blocks
  作者：Enrica Narisano、Renata Riva

  DOI：10.1016/s0957-4166(99)00088-9

  日期：1999.4

  A series of 2-substituted-2-fluoro-1,3-dioxygenated chiral building blocks are synthesized via a chemoenzymatic route using either (i) lipase catalyzed monohydrolysis of suitably functionalized malonic diesters, or (ii) lipase catalyzed monoacetylation of suitably functionalized 1,3-propanediols. (C) 1999 Elsevier Science Ltd. All rights reserved.