N-<1(S)-methyl-2(R)-phenyl-2-hydroxyethyl>-N-(2-hydroxyethyl)methylamine | 46407-43-6

• 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: N-<1(S)-methyl-2(R)-phenyl-2-hydroxyethyl>-N-(2-hydroxyethyl)methylamine
• 英文别名: N-(β-Hydroxyethyl)-ephedrin；(1R,2S)-2-[2-hydroxyethyl(methyl)amino]-1-phenylpropan-1-ol
• CAS: 46407-43-6
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: DZUDAROQGILUTD-JQWIXIFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-<1(S)-methyl-2(R)-phenyl-2-hydroxyethyl>-N-(2-hydroxyethyl)methylamine 、 3-methylbuta-1(E),3-dienyldiethoxyboronate 以 乙醚 为溶剂， 反应 1.0h， 以64%的产率得到
  参考文献：
  名称：

  First Synthesis and Crystal Structures of Chiral 1,3-Dienylborates

  摘要：

  We report on the synthesis of bicyclic 1,3-dienylborates (1a/1b and 2a/2b), wherein the boron and nitrogen atoms are chiral. The absolute configuration of these molecules was established by single X-Ray diffraction studies and qualitative homonuclear NOE difference spectroscopy. The conformational stability of these molecules is low at ambient or subambient temperature. The diastereomeric berates (2a/2b) were found to be very reactive toward dienophiles in the Diels-Alder reaction.

  DOI：

  10.3987/com-98-s(h)60
• 作为产物：
  描述：

  N-<1(S)-methyl-2(R)-phenyl-2-hydroxyethyl>sarcosine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到N-<1(S)-methyl-2(R)-phenyl-2-hydroxyethyl>-N-(2-hydroxyethyl)methylamine
  参考文献：
  名称：

  First Synthesis and Crystal Structures of Chiral 1,3-Dienylborates

  摘要：

  We report on the synthesis of bicyclic 1,3-dienylborates (1a/1b and 2a/2b), wherein the boron and nitrogen atoms are chiral. The absolute configuration of these molecules was established by single X-Ray diffraction studies and qualitative homonuclear NOE difference spectroscopy. The conformational stability of these molecules is low at ambient or subambient temperature. The diastereomeric berates (2a/2b) were found to be very reactive toward dienophiles in the Diels-Alder reaction.

  DOI：

  10.3987/com-98-s(h)60

文献信息

• First Synthesis and Crystal Structures of Chiral 1,3-Dienylborates
  作者：Jacques Mortier、Michel Vaultier、Barbara Plunian、Loïc Toupet

  DOI：10.3987/com-98-s(h)60

  日期：——

  We report on the synthesis of bicyclic 1,3-dienylborates (1a/1b and 2a/2b), wherein the boron and nitrogen atoms are chiral. The absolute configuration of these molecules was established by single X-Ray diffraction studies and qualitative homonuclear NOE difference spectroscopy. The conformational stability of these molecules is low at ambient or subambient temperature. The diastereomeric berates (2a/2b) were found to be very reactive toward dienophiles in the Diels-Alder reaction.