N-Methyl-N~2~-(triphenylmethyl)-L-alaninamide | 203446-05-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-Methyl-N~2~-(triphenylmethyl)-L-alaninamide
• 英文别名: (2S)-N-methyl-2-(tritylamino)propanamide
• CAS: 203446-05-3
• 化学式: C₂₃H₂₄N₂O
• 分子量: 344.456
• InChiKey: JHXZYGQJXDDWDZ-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-Methyl-N~2~-(triphenylmethyl)-L-alaninamide 在 叠氮基三甲基硅烷 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以10%的产率得到(1S)-1-(1-methyltetrazol-5-yl)-N-tritylethanamine
  参考文献：
  名称：

  Efficient Syntheses of 5-Aminoalkyl-1H-tetrazoles and of Polyamines Incorporating Tetrazole Rings

  摘要：

  Linear N-omega-tritylated omega-amino th iobenzylam ides and N-alpha,N-omega-ditritylated polyamino mono- or bisthioamides were efficiently converted to the corresponding tetrazole derivatives upon treatment with azidotrimethylsilane under Mitsunobu reaction conditions.

  DOI：

  10.1021/ol0477069
• 作为产物：
  描述：

  Trt-(L)-Ala-OBt 、 甲胺 在 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以82%的产率得到N-Methyl-N~2~-(triphenylmethyl)-L-alaninamide
  参考文献：
  名称：

  Aminolysis of N-Tritylamino Acid Benzotriazolyl Esters with Concentrated Aqueous Amines and its Applications in Synthesis.

  摘要：

  Aminolysis of (S)-N-tritylamino acid benzotriazolyl esters with concentrated aqueous amines produces high yields of the corresponding amides which can be readily detritylated with p-toluensulfonic acid or reduced with lithium aluminium hydride to provide chiral ethane-1;2-diamine derivatives.

  DOI：

  10.3891/acta.chem.scand.52-0227

文献信息

• Efficient Syntheses of 5-Aminoalkyl-1<i>H</i>-tetrazoles and of Polyamines Incorporating Tetrazole Rings
  作者：Constantinos M. Athanassopoulos、Thomas Garnelis、Dimitrios Vahliotis、Dionissios Papaioannou

  DOI：10.1021/ol0477069

  日期：2005.2.1

  Linear N-omega-tritylated omega-amino th iobenzylam ides and N-alpha,N-omega-ditritylated polyamino mono- or bisthioamides were efficiently converted to the corresponding tetrazole derivatives upon treatment with azidotrimethylsilane under Mitsunobu reaction conditions.
• Aminolysis of N-Tritylamino Acid Benzotriazolyl Esters with Concentrated Aqueous Amines and its Applications in Synthesis.
  作者：Petros Mamos、Elias Dalatsis、Costas Athanassopoulos、Georgios Balayiannis、Dionissios Papaioannou、George W. Francis、József Szúnyog、Bengt Långström

  DOI：10.3891/acta.chem.scand.52-0227

  日期：——

  Aminolysis of (S)-N-tritylamino acid benzotriazolyl esters with concentrated aqueous amines produces high yields of the corresponding amides which can be readily detritylated with p-toluensulfonic acid or reduced with lithium aluminium hydride to provide chiral ethane-1;2-diamine derivatives.