[(4S)-3-methyl-5-oxo-2,2-bis(trifluoromethyl)-1,3-oxazolidin-4-yl]acetyl chloride | 261943-02-6

• 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-5-oxo-2,2-bis(trifluoromethyl)-1,3-oxazolidin-4-yl]acetyl chloride
• 英文别名: 2-[(4S)-3-methyl-5-oxo-2,2-bis(trifluoromethyl)-1,3-oxazolidin-4-yl]acetyl chloride
• CAS: 261943-02-6
• 化学式: C₈H₆ClF₆NO₃
• 分子量: 313.584
• InChiKey: BRUXHFPVGVLIFY-VKHMYHEASA-N

物化性质

• 沸点：
  286.3±40.0 °C(Predicted)
• 密度：
  1.584±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [(4S)-3-methyl-5-oxo-2,2-bis(trifluoromethyl)-1,3-oxazolidin-4-yl]acetyl chloride 以 乙醚 、 二氯甲烷 为溶剂， 生成 methyl [L-N-methyl-β-(D-α-methylbenzylamido)asparagyl]-L-phenylalaninate
  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：

  聚合甲醛 、 <(4S)-2,2-bis(trifluoromethyl)-5-oxo-1,3-oxazolidine-4-yl>acetate 在 氯化亚砜 、 三乙基硅烷 作用下， 以 三氟乙酸 为溶剂， 反应 3.5h， 以65%的产率得到[(4S)-3-methyl-5-oxo-2,2-bis(trifluoromethyl)-1,3-oxazolidin-4-yl]acetyl chloride
  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

文献信息

• Synthesis of Derivatives of ω-Isocyanato-α-methylamino, ω-Ureido-α-methylamino, and Nα-Methyl-α, ω-diamino Acids
  作者：Klaus Burger、Jan Spengler、Lothar Hennig、Rainer Herzschuh、Samy A. Essawy

  DOI：10.1007/pl00010315

  日期：2000.5
• A New Approach toN-Methylaspartic,N-Methylglutamic, andN-Methyl-α-aminoadipic Acid Derivatives
  作者：Klaus Burger、Jan Spengler

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

  日期：2000.1

  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.