(Z)-(3S,6S)-2,7-Dimethyl-oct-4-ene-3,6-diamine | 384824-22-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (Z)-(3S,6S)-2,7-Dimethyl-oct-4-ene-3,6-diamine
• 英文别名: (Z,3S,6S)-2,7-dimethyloct-4-ene-3,6-diamine
• CAS: 384824-22-0
• 化学式: C₁₀H₂₂N₂
• 分子量: 170.298
• InChiKey: ILXUTXODYRYRCZ-KWMOZEJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-(3S,6S)-2,7-Dimethyl-oct-4-ene-3,6-diamine 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (4S,7S)-1,3-Dibenzyl-4,7-diisopropyl-1,3,4,7-tetrahydro-[1,3]diazepin-2-one
  参考文献：
  名称：

  A Concise Route to Structurally Diverse DMP 323 Analogues via Highly Functionalized 1,4-Diamines

  摘要：

  [GRAPHICS]The utility of functionalized 1,4-diamines, produced via a temporary phosphorus tether (P-tether)/ring-closing metathesis (RCM)/hydrolysis sequence, is demonstrated in the synthesis of structurally diverse DMP 323 analogues. These 1,4-diamines are transformed into various seven-membered heterocycles via insertion of the appropriate nuclei "X". Subsequent derivatization generates heterocyclic diols that are similar in structure to DMP 323, a notable member of a class of highly potent inhibitors of HIV protease.

  DOI：

  10.1021/ol027074v
• 作为产物：
  描述：

  (3S)-4-methyl-N-[[[(3S)-4-methylpent-1-en-3-yl]amino]-phenoxyphosphoryl]pent-1-en-3-amine 在 盐酸 、 PCy₃(Ru=CHPh)Cl₂(CH(NArCH₂)2) 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 4.0h， 生成 (Z)-(3S,6S)-2,7-Dimethyl-oct-4-ene-3,6-diamine
  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.
• A Concise Route to Structurally Diverse DMP 323 Analogues via Highly Functionalized 1,4-Diamines
  作者：Matthew D. McReynolds、Kevin T. Sprott、Paul R. Hanson

  DOI：10.1021/ol027074v

  日期：2002.12.1

  [GRAPHICS]The utility of functionalized 1,4-diamines, produced via a temporary phosphorus tether (P-tether)/ring-closing metathesis (RCM)/hydrolysis sequence, is demonstrated in the synthesis of structurally diverse DMP 323 analogues. These 1,4-diamines are transformed into various seven-membered heterocycles via insertion of the appropriate nuclei "X". Subsequent derivatization generates heterocyclic diols that are similar in structure to DMP 323, a notable member of a class of highly potent inhibitors of HIV protease.