(R)-hex-5-en-3-amine | 1335396-47-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-hex-5-en-3-amine
• 英文别名: (3R)-hex-5-en-3-amine
• CAS: 1335396-47-8
• 化学式: C₆H₁₃N
• 分子量: 99.1759
• InChiKey: NENBPVJEHWLNLP-ZCFIWIBFSA-N

物化性质

• 沸点：
  119.3±19.0 °C(Predicted)
• 密度：
  0.782±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-hex-5-en-3-amine 在 sodium tetrahydroborate 、 四氯化钛 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (3R)-N-benzhydrylhex-5-en-3-amine
  参考文献：
  名称：

  Synthesis of Enantiopure 5-Substituted 2,3-Methanopyrrolidines by Cyclization of Enantiopure α-Branched α-N-Homoallylamino Nitriles

  摘要：

  The preparation of 5-substituted 2,3-methanopyrrolidines by the stereoselective cyclization of zincated alpha-amino nitriles derived from enantiopure alpha-branched homoallylamines has been investigated. The formation of trans adducts in excellent diastereoselectivities (up to > 98:2) and good yields (up to 71%) is observed. The absolute configuration and enantiomeric excess are dependent on the nitrogen protecting group.

  DOI：

  10.1055/s-0031-1291046
• 作为产物：
  描述：

  (R)-N-[(3R)-hex-5-en-3-yl]-2-methylpropane-2-sulfinamide 在 盐酸 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 (R)-hex-5-en-3-amine
  参考文献：
  名称：

  Synthesis of Enantiopure 5-Substituted 2,3-Methanopyrrolidines by Cyclization of Enantiopure α-Branched α-N-Homoallylamino Nitriles

  摘要：

  The preparation of 5-substituted 2,3-methanopyrrolidines by the stereoselective cyclization of zincated alpha-amino nitriles derived from enantiopure alpha-branched homoallylamines has been investigated. The formation of trans adducts in excellent diastereoselectivities (up to > 98:2) and good yields (up to 71%) is observed. The absolute configuration and enantiomeric excess are dependent on the nitrogen protecting group.

  DOI：

  10.1055/s-0031-1291046

文献信息

• Synthesis of Enantiopure 5-Substituted 2,3-Methanopyrrolidines by Cyclization of Enantiopure α-Branched α-N-Homoallylamino Nitriles
  作者：Fabrice Chemla、Franck Ferreira、Alejandro Perez-Luna、Sabrina Ouizem

  DOI：10.1055/s-0031-1291046

  日期：2012.6

  The preparation of 5-substituted 2,3-methanopyrrolidines by the stereoselective cyclization of zincated alpha-amino nitriles derived from enantiopure alpha-branched homoallylamines has been investigated. The formation of trans adducts in excellent diastereoselectivities (up to > 98:2) and good yields (up to 71%) is observed. The absolute configuration and enantiomeric excess are dependent on the nitrogen protecting group.