tert-butyl (1S,2S,3R)-1-(furan-2-yl)-3-hydroxy-2-methylbutylcarbamate | 1220780-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: tert-butyl (1S,2S,3R)-1-(furan-2-yl)-3-hydroxy-2-methylbutylcarbamate
• 英文别名: tert-butyl(1S, 2S, 3R)-1-(furan-2-yl)-3-hydroxy-2-methylbutylcarbamate；tert-butyl N-[(1S,2S,3R)-1-(furan-2-yl)-3-hydroxy-2-methylbutyl]carbamate
• CAS: 1220780-90-4
• 化学式: C₁₄H₂₃NO₄
• 分子量: 269.341
• InChiKey: HMDRYGGSSGLJFU-FOGDFJRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  71.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (1S,2S,3R)-1-(furan-2-yl)-3-hydroxy-2-methylbutylcarbamate 在 臭氧 、 二甲基硫 作用下， 以 甲醇 为溶剂， 反应 12.17h， 生成
  参考文献：
  名称：

  An Organocatalyzed Enantioselective Synthesis of (2S,3R,4S)-4-Hydroxyisoleucine and Its Stereoisomers

  摘要：

  A concise enantioselective total synthesis of (2S,3/2,45)-4-hydroxyisoleucine and its stereoisomers is described. A key feature of this protocol is a catalytic enantioselective mannich reaction that is either anti- or syn-selective as genesis of chirality.

  DOI：

  10.1021/jo100233u
• 作为产物：
  描述：

  甲基碘化镁 、 ((1S,2S)-1-(furan-2-yl)-2-methyl-3-oxopropyl)carbamic acid tert-butyl ester 在 水 、 氯化铵 作用下， 以 乙醚 为溶剂， 以95%的产率得到tert-butyl (1S,2S,3R)-1-(furan-2-yl)-3-hydroxy-2-methylbutylcarbamate
  参考文献：
  名称：

  An Organocatalyzed Enantioselective Synthesis of (2S,3R,4S)-4-Hydroxyisoleucine and Its Stereoisomers

  摘要：

  A concise enantioselective total synthesis of (2S,3/2,45)-4-hydroxyisoleucine and its stereoisomers is described. A key feature of this protocol is a catalytic enantioselective mannich reaction that is either anti- or syn-selective as genesis of chirality.

  DOI：

  10.1021/jo100233u

文献信息

• An Organocatalyzed Enantioselective Synthesis of (2<i>S</i>,3<i>R</i>,4<i>S</i>)-4-Hydroxyisoleucine and Its Stereoisomers
  作者：Gullapalli Kumaraswamy、Neerasa Jayaprakash、Balasubramanian Sridhar

  DOI：10.1021/jo100233u

  日期：2010.4.16

  A concise enantioselective total synthesis of (2S,3/2,45)-4-hydroxyisoleucine and its stereoisomers is described. A key feature of this protocol is a catalytic enantioselective mannich reaction that is either anti- or syn-selective as genesis of chirality.