(4S)-3-methyl-4-[(2-phenyl-1,3-thiazol-4-yl)methyl]-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one | 261943-29-7

• 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-methyl-4-[(2-phenyl-1,3-thiazol-4-yl)methyl]-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one
• CAS: 261943-29-7
• 化学式: C₁₆H₁₂F₆N₂O₂S
• 分子量: 410.34
• InChiKey: LVTMIEUYTZDFDC-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  70.7
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (4S)-3-methyl-4-[(2-phenyl-1,3-thiazol-4-yl)methyl]-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以73%的产率得到(2S)-N-methyl-3-(2-phenyl-1,3-thiazol-4-yl)alanine
  参考文献：
  名称：

  A New Approach toN-Methylaspartic,N-Methylglutamic, andN-Methyl-α-aminoadipic Acid Derivatives

  摘要：

  N-Methylaspartic acid derivatives and its homologues are obtained by a stereoconservative one-pot procedure from hexafluoroacetone-protected aspartic and glutamic acid, 2a and 2b, respectively. alpha-Aminoadipic acid (5c) and its derivative 6c are accessible from the corresponding glutamic acid derivative 9b by a Wolff rearrangement. A variety of homochiral N-methylamino acids, 5 and 12, and their derivatives, 6 and 8-11, become readily available by the new synthetic concept.

  DOI：

  10.1002/(sici)1099-0690(200001)2000:1<199::aid-ejoc199>3.0.co;2-8
• 作为产物：
  描述：

  [(4S)-3-methyl-5-oxo-2,2-bis(trifluoromethyl)-1,3-oxazolidin-4-yl]acetyl chloride 在 氢溴酸 作用下， 以 四氢呋喃 、 乙醚 、 丙酮 为溶剂， 反应 4.5h， 生成 (4S)-3-methyl-4-[(2-phenyl-1,3-thiazol-4-yl)methyl]-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one
  参考文献：
  名称：

  A New Approach toN-Methylaspartic,N-Methylglutamic, andN-Methyl-α-aminoadipic Acid Derivatives

  摘要：

  N-Methylaspartic acid derivatives and its homologues are obtained by a stereoconservative one-pot procedure from hexafluoroacetone-protected aspartic and glutamic acid, 2a and 2b, respectively. alpha-Aminoadipic acid (5c) and its derivative 6c are accessible from the corresponding glutamic acid derivative 9b by a Wolff rearrangement. A variety of homochiral N-methylamino acids, 5 and 12, and their derivatives, 6 and 8-11, become readily available by the new synthetic concept.

  DOI：

  10.1002/(sici)1099-0690(200001)2000:1<199::aid-ejoc199>3.0.co;2-8