(R)-5-phenyl-2,2-bis(trifluoromethyl)-1,3-dioxolan-4-one | 847663-63-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-5-phenyl-2,2-bis(trifluoromethyl)-1,3-dioxolan-4-one
• 英文别名: (5R)-5-phenyl-2,2-bis(trifluoromethyl)-1,3-dioxolan-4-one
• CAS: 847663-63-2
• 化学式: C₁₁H₆F₆O₃
• 分子量: 300.157
• InChiKey: RWTWCMLABOZWLL-SSDOTTSWSA-N

物化性质

• 沸点：
  284.6±40.0 °C(Predicted)
• 密度：
  1.530±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (R)-5-phenyl-2,2-bis(trifluoromethyl)-1,3-dioxolan-4-one 、 Fmoc-O-叔丁基-L-酪氨酸 生成 N-[(2R)-2-hydroxy-2-phenylacetyl]tyrosinamide
  参考文献：
  名称：

  A New Strategy for Solid-Phase Depsipeptide Synthesis Using Recoverable Building Blocks

  摘要：

  The technique of choice for synthesis of small-scale depsipeptides is on a solid support. However, if expensive monomers have to be incorporated, solid-phase synthesis can quickly turn out to be unattractive because of its low atom economy. Herein, we describe a new type of recoverable and reuseable alpha-hydroxy acid building block for solid-phase synthesis and its application in the synthesis of a number of small cyclic depsipeptides.

  DOI：

  10.1021/ol047653v
• 作为产物：
  描述：

  D-扁桃酸 、 六氟丙酮 以56%的产率得到(R)-5-phenyl-2,2-bis(trifluoromethyl)-1,3-dioxolan-4-one
  参考文献：
  名称：

  A New Strategy for Solid-Phase Depsipeptide Synthesis Using Recoverable Building Blocks

  摘要：

  The technique of choice for synthesis of small-scale depsipeptides is on a solid support. However, if expensive monomers have to be incorporated, solid-phase synthesis can quickly turn out to be unattractive because of its low atom economy. Herein, we describe a new type of recoverable and reuseable alpha-hydroxy acid building block for solid-phase synthesis and its application in the synthesis of a number of small cyclic depsipeptides.

  DOI：

  10.1021/ol047653v