3-Chloro-2-fluoro-4,5-dihydro-5-(phenoxymethyl)furan | 276863-16-2

• 英文名称: 3-Chloro-2-fluoro-4,5-dihydro-5-(phenoxymethyl)furan
• CAS: 276863-16-2
• 化学式: C₁₁H₁₀ClFO₂
• 分子量: 228.651
• InChiKey: XYJBAXSMGUVYDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-Chloro-2-fluoro-4,5-dihydro-5-(phenoxymethyl)furan 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 24.0h， 以0.22 g的产率得到3-Chloro-2-fluoro-5-(phenoxymethyl)tetrahydrofuran
  参考文献：
  名称：

  A simple stereoselective synthesis of biologically important 2-halo-2,3-dideoxy-arabinose derivatives from 1,1,1,2-tetrafluoroethane (134a) and 1-chloro-2,2,2-trifluoroethane (133a)

  摘要：

  A simple stereoselective three step synthesis of 2-fluoro- and 2-chloro-2,3-dideoxy arabinose derivatives from the readily available starting materials, (R)-glycidol and either 1,1,1,2-tetrafluoroethane (134a) or 1-chloro-2,2,2-trifluroethane (133a), is described. This compares very favourably with the multistep syntheses previously described in the literature. A mechanistic interpretation of the reaction via an unfavourable 5-endo-trig cyclisation is given. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00241-9
• 作为产物：
  描述：

  2-Chloro-1,1-difluoro-5-phenoxypent-1-en-4-ol 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以0.26 g的产率得到3-Chloro-2-fluoro-4,5-dihydro-5-(phenoxymethyl)furan
  参考文献：
  名称：

  A simple stereoselective synthesis of biologically important 2-halo-2,3-dideoxy-arabinose derivatives from 1,1,1,2-tetrafluoroethane (134a) and 1-chloro-2,2,2-trifluoroethane (133a)

  摘要：

  A simple stereoselective three step synthesis of 2-fluoro- and 2-chloro-2,3-dideoxy arabinose derivatives from the readily available starting materials, (R)-glycidol and either 1,1,1,2-tetrafluoroethane (134a) or 1-chloro-2,2,2-trifluroethane (133a), is described. This compares very favourably with the multistep syntheses previously described in the literature. A mechanistic interpretation of the reaction via an unfavourable 5-endo-trig cyclisation is given. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00241-9