(4S)-3-ethyl-2,2-bis-(trifluoromethyl)-4-isobutyloxazolidin-5-one | 312774-37-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4S)-3-ethyl-2,2-bis-(trifluoromethyl)-4-isobutyloxazolidin-5-one
• 英文别名: (4S)-3-ethyl-4-(2-methylpropyl)-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one
• CAS: 312774-37-1
• 化学式: C₁₁H₁₅F₆NO₂
• 分子量: 307.236
• InChiKey: FEYBEGSMTHWSGS-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (4S)-3-ethyl-2,2-bis-(trifluoromethyl)-4-isobutyloxazolidin-5-one 在 盐酸 、 methyloxirane 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 168.0h， 以80%的产率得到L-N-ethylleucine
  参考文献：
  名称：

  Synthesis of α-N-Ethylamino Acids and their Derivatives

  摘要：

  A new synthesis of alpha-N-ethylamino acids starting from alpha-amino acids using hexafluoroacetone as protecting and activating agent is described. The hexafluoroacetone-protected N-ethylamino acid derivatives obtained are activated lactons. Therefore, they can be directly transformed without the need of an additional activation step with various nucleophiles into the corresponding carboxylic acid derivatives.

  DOI：

  10.1007/s007060070057
• 作为产物：
  描述：

  甲基锂 、 (4S)-3-(chloromethyl)-4-(2-methylpropyl)-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one 在 CuCN 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.33h， 以58%的产率得到(4S)-3-ethyl-2,2-bis-(trifluoromethyl)-4-isobutyloxazolidin-5-one
  参考文献：
  名称：

  Synthesis of α-N-Ethylamino Acids and their Derivatives

  摘要：

  A new synthesis of alpha-N-ethylamino acids starting from alpha-amino acids using hexafluoroacetone as protecting and activating agent is described. The hexafluoroacetone-protected N-ethylamino acid derivatives obtained are activated lactons. Therefore, they can be directly transformed without the need of an additional activation step with various nucleophiles into the corresponding carboxylic acid derivatives.

  DOI：

  10.1007/s007060070057

文献信息

• Synthesis of α-N-Ethylamino Acids and their Derivatives
  作者：Hartmut Schedel、Klaus Burger

  DOI：10.1007/s007060070057

  日期：2000.9.22

  A new synthesis of alpha-N-ethylamino acids starting from alpha-amino acids using hexafluoroacetone as protecting and activating agent is described. The hexafluoroacetone-protected N-ethylamino acid derivatives obtained are activated lactons. Therefore, they can be directly transformed without the need of an additional activation step with various nucleophiles into the corresponding carboxylic acid derivatives.