(2S,3S)-3-(tert-butoxycarbonylamino)-3-phenyl-1-methylsulfonyl-2-propanol | 799560-19-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,3S)-3-(tert-butoxycarbonylamino)-3-phenyl-1-methylsulfonyl-2-propanol
• 英文别名: tert-butyl N-[(1S,2S)-2-hydroxy-3-methylsulfonyl-1-phenylpropyl]carbamate
• CAS: 799560-19-3
• 化学式: C₁₅H₂₃NO₅S
• 分子量: 329.417
• InChiKey: QSKKROKPYWXHRC-OLZOCXBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,3S)-3-(tert-butoxycarbonylamino)-3-phenyl-1-methylsulfonyl-2-propanol 在 1-环已基-2-吗啉乙基碳二亚胺对甲苯磺酸盐 、 copper dichloride 作用下， 以 乙腈 为溶剂， 以96%的产率得到(3S,E)-3-(tert-butoxycarbonylamino)-3-phenyl-1-methylsulfonyl-1-propene
  参考文献：
  名称：

  Enantiodivergent, Catalytic Asymmetric Synthesis of γ-Amino Vinyl Sulfones

  摘要：

  A set of diversely substituted N-Boc-gamma-amino vinyl sulfones has been prepared by a four-step procedure from readily available, highly enantiopure anti-N-Boc-3-amino-1,2-alkanediols. This new route, which does not depend on the accessibility of alpha-amino acids as starting materials, is noteworthy for its efficiency, for its generality, and for the fact that both enantiomers of a given gamma-amino vinyl sulfone can be obtained with equal ease.

  DOI：

  10.1021/jo0268456
• 作为产物：
  描述：

  (2S,3S)-3-叠氮基-3-苯基丙烷-1,2-二醇 在 palladium on activated charcoal 偶氮二甲酸二异丙酯 、 氢气 、 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 乙酸乙酯 为溶剂， 反应 4.0h， 生成 (2S,3S)-3-(tert-butoxycarbonylamino)-3-phenyl-1-methylsulfonyl-2-propanol
  参考文献：
  名称：

  Enantiodivergent, Catalytic Asymmetric Synthesis of γ-Amino Vinyl Sulfones

  摘要：

  A set of diversely substituted N-Boc-gamma-amino vinyl sulfones has been prepared by a four-step procedure from readily available, highly enantiopure anti-N-Boc-3-amino-1,2-alkanediols. This new route, which does not depend on the accessibility of alpha-amino acids as starting materials, is noteworthy for its efficiency, for its generality, and for the fact that both enantiomers of a given gamma-amino vinyl sulfone can be obtained with equal ease.

  DOI：

  10.1021/jo0268456

文献信息

• Enantiodivergent, Catalytic Asymmetric Synthesis of γ-Amino Vinyl Sulfones
  作者：Anna Picó、Albert Moyano、Miquel A. Pericàs

  DOI：10.1021/jo0268456

  日期：2003.6.1

  A set of diversely substituted N-Boc-gamma-amino vinyl sulfones has been prepared by a four-step procedure from readily available, highly enantiopure anti-N-Boc-3-amino-1,2-alkanediols. This new route, which does not depend on the accessibility of alpha-amino acids as starting materials, is noteworthy for its efficiency, for its generality, and for the fact that both enantiomers of a given gamma-amino vinyl sulfone can be obtained with equal ease.