methyl (2S)-4-methyl-2-[[methyl-[[(3S)-4-methylpent-1-en-3-yl]amino]phosphoryl]-prop-2-enylamino]pentanoate | 384824-24-2

• 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: methyl (2S)-4-methyl-2-[[methyl-[[(3S)-4-methylpent-1-en-3-yl]amino]phosphoryl]-prop-2-enylamino]pentanoate
• CAS: 384824-24-2
• 化学式: C₁₇H₃₃N₂O₃P
• 分子量: 344.434
• InChiKey: QAKMIYAXCKBYJK-YMOPUJOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (2S)-4-methyl-2-[[methyl-[[(3S)-4-methylpent-1-en-3-yl]amino]phosphoryl]-prop-2-enylamino]pentanoate 在 盐酸 、 Grubbs catalyst first generation 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 methyl (2S)-2-[[(Z,4S)-4-amino-5-methylhex-2-enyl]amino]-4-methylpentanoate
  参考文献：
  名称：

  A Temporary Phosphorus Tether/Ring-Closing Metathesis Strategy to Functionalized 1,4-Diamines

  摘要：

  [GRAPHICS]The synthesis of 1,4-diamines containing the (Z)-1,4-diaminobut-2-ene subunit via a temporary phosphorus tether/RCM strategy is described. We have developed a new method utilizing phosphorus nuclei as suitable temporary tethers for the coupling of nonracemic allylic amines. This approach allows for the generation of C-2-symmetric and unsymmetric 1,4-diamines 1-3, which may have considerable synthetic and biological utility. This represents the first synthetic pathway for the expedient coupling of two amines via a temporary tether approach.

  DOI：

  10.1021/ol016828n
• 作为产物：
  描述：

  N-allyl (L)-leucine methyl ester 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.08h， 生成 methyl (2S)-4-methyl-2-[[methyl-[[(3S)-4-methylpent-1-en-3-yl]amino]phosphoryl]-prop-2-enylamino]pentanoate
  参考文献：
  名称：

  A Temporary Phosphorus Tether/Ring-Closing Metathesis Strategy to Functionalized 1,4-Diamines

  摘要：

  [GRAPHICS]The synthesis of 1,4-diamines containing the (Z)-1,4-diaminobut-2-ene subunit via a temporary phosphorus tether/RCM strategy is described. We have developed a new method utilizing phosphorus nuclei as suitable temporary tethers for the coupling of nonracemic allylic amines. This approach allows for the generation of C-2-symmetric and unsymmetric 1,4-diamines 1-3, which may have considerable synthetic and biological utility. This represents the first synthetic pathway for the expedient coupling of two amines via a temporary tether approach.

  DOI：

  10.1021/ol016828n

文献信息

• A Temporary Phosphorus Tether/Ring-Closing Metathesis Strategy to Functionalized 1,4-Diamines
  作者：Kevin T. Sprott、Matthew D. McReynolds、Paul R. Hanson

  DOI：10.1021/ol016828n

  日期：2001.11.1

  [GRAPHICS]The synthesis of 1,4-diamines containing the (Z)-1,4-diaminobut-2-ene subunit via a temporary phosphorus tether/RCM strategy is described. We have developed a new method utilizing phosphorus nuclei as suitable temporary tethers for the coupling of nonracemic allylic amines. This approach allows for the generation of C-2-symmetric and unsymmetric 1,4-diamines 1-3, which may have considerable synthetic and biological utility. This represents the first synthetic pathway for the expedient coupling of two amines via a temporary tether approach.