(R)-5-(Benzyloxy)-1,1,2-trifluoropent-1-en-4-ol | 276863-21-9

• 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: (R)-5-(Benzyloxy)-1,1,2-trifluoropent-1-en-4-ol
• 英文别名: (2R)-4,5,5-trifluoro-1-phenylmethoxypent-4-en-2-ol
• CAS: 276863-21-9
• 化学式: C₁₂H₁₃F₃O₂
• 分子量: 246.229
• InChiKey: ZVZXQZZGAQRKKA-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-5-(Benzyloxy)-1,1,2-trifluoropent-1-en-4-ol 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以0.3 g的产率得到(R)-5-(Benzyloxymethyl)-2,3-difluoro-4,5-dihydrofuran
  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：

  1,1,1,2-四氟乙烷 、 (R)-苄氧甲基环氧乙烷 在 正丁基锂 、 三氟化硼乙醚 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 3.0h， 以0.8 g的产率得到(R)-5-(Benzyloxy)-1,1,2-trifluoropent-1-en-4-ol
  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

文献信息

• 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)
  作者：Paul L. Coe、James Burdon、Iain B. Haslock

  DOI：10.1016/s0022-1139(99)00241-9

  日期：2000.3

  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.