(S)-3-azido-2-hydroxy-N-methoxy-2,N-dimethylpropionamide | 549504-44-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-3-azido-2-hydroxy-N-methoxy-2,N-dimethylpropionamide
• 英文别名: (2S)-3-azido-2-hydroxy-N-methoxy-N,2-dimethylpropanamide
• CAS: 549504-44-1
• 化学式: C₆H₁₂N₄O₃
• 分子量: 188.186
• InChiKey: PEDWJKYSRRUUEZ-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-3-azido-2-hydroxy-N-methoxy-2,N-dimethylpropionamide 在 lithium hydroxide 、 水 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (S)-3-Azido-2-hydroxy-2-methyl-propionic acid
  参考文献：
  名称：

  New syntheses of enantiopure 2-methyl isoserines

  摘要：

  Herein we describe the synthesis of the two enantiomerically pure 3-amino-2-hydroxy-2-methylpropionic acids-(S)- and (R)-alpha-methyl isoserines-starting from the chiral diols (S)- and (R)-2,3-dihydroxy-N-methoxy-2,N-dimethylpropionamides, respectively, which were obtained by Sharpless asymmetric dihydroxylation (AD) of the olefin N-methoxy-2,N-dimethylacrylamide with AD-mix alpha or beta as chiral catalytic ligands. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.09.051
• 作为产物：
  描述：

  N-甲氧基-N,2-二甲基丙烯酰胺 在 AD-mix-α 、 氯化亚砜 、 sodium azide 、 甲基磺酰胺 作用下， 以 四氯化碳 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 76.0h， 生成 (S)-3-azido-2-hydroxy-N-methoxy-2,N-dimethylpropionamide
  参考文献：
  名称：

  New syntheses of enantiopure 2-methyl isoserines

  摘要：

  Herein we describe the synthesis of the two enantiomerically pure 3-amino-2-hydroxy-2-methylpropionic acids-(S)- and (R)-alpha-methyl isoserines-starting from the chiral diols (S)- and (R)-2,3-dihydroxy-N-methoxy-2,N-dimethylpropionamides, respectively, which were obtained by Sharpless asymmetric dihydroxylation (AD) of the olefin N-methoxy-2,N-dimethylacrylamide with AD-mix alpha or beta as chiral catalytic ligands. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.09.051

文献信息

• New syntheses of enantiopure 2-methyl isoserines
  作者：Alberto Avenoza、Jesús H. Busto、Francisco Corzana、Gonzalo Jiménez-Osés、Miguel Parı́s、Jesús M. Peregrina、David Sucunza、Marı́a M. Zurbano

  DOI：10.1016/j.tetasy.2003.09.051

  日期：2004.1

  Herein we describe the synthesis of the two enantiomerically pure 3-amino-2-hydroxy-2-methylpropionic acids-(S)- and (R)-alpha-methyl isoserines-starting from the chiral diols (S)- and (R)-2,3-dihydroxy-N-methoxy-2,N-dimethylpropionamides, respectively, which were obtained by Sharpless asymmetric dihydroxylation (AD) of the olefin N-methoxy-2,N-dimethylacrylamide with AD-mix alpha or beta as chiral catalytic ligands. (C) 2003 Elsevier Ltd. All rights reserved.