(R)-5-Naphthalen-2-ylmethyl-5,6,7,8,9,10-hexahydro-tetrazolo[1,5-a]azocine-5-carboxylic acid methyl ester | 139518-68-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-5-Naphthalen-2-ylmethyl-5,6,7,8,9,10-hexahydro-tetrazolo[1,5-a]azocine-5-carboxylic acid methyl ester
• CAS: 139518-68-6
• 化学式: C₂₀H₂₂N₄O₂
• 分子量: 350.42
• InChiKey: UKYZUKIDSKVMPF-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-5-Naphthalen-2-ylmethyl-5,6,7,8,9,10-hexahydro-tetrazolo[1,5-a]azocine-5-carboxylic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以71%的产率得到2-Azocinemethanol, octahydro-2-(2-naphthalenylmethyl)-, (R)-
  参考文献：
  名称：

  Asymmetric synthesis of α-alkylated α-amino acids: azocane-2-carboxylic acids

  摘要：

  Alpha-Alkylated azocane-2-carboxylic acid methyl esters 5 were synthesized with excellent enantiomeric excess (> 96%) in four steps starting from optically active beta-keto esters 1. The synthesis involved tetrazole formation, reduction, protection, and oxidation.

  DOI：

  10.1016/s0040-4039(00)77662-3
• 作为产物：
  描述：

  methyl (S)-1-(naphthalen-2-ylmethyl)-2-oxocycloheptanecarboxylate 在 三(2-氯乙基)胺 、 三氟化硼乙醚 作用下， 以 氯仿 为溶剂， 以71%的产率得到(R)-5-Naphthalen-2-ylmethyl-5,6,7,8,9,10-hexahydro-tetrazolo[1,5-a]azocine-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Asymmetric synthesis of α-alkylated α-amino acids: azocane-2-carboxylic acids

  摘要：

  Alpha-Alkylated azocane-2-carboxylic acid methyl esters 5 were synthesized with excellent enantiomeric excess (> 96%) in four steps starting from optically active beta-keto esters 1. The synthesis involved tetrazole formation, reduction, protection, and oxidation.

  DOI：

  10.1016/s0040-4039(00)77662-3

文献信息

• Asymmetric synthesis of α-alkylated α-amino acids: azocane-2-carboxylic acids
  作者：Gunda U. Georg、Xiangming Guan

  DOI：10.1016/s0040-4039(00)77662-3

  日期：1992.1

  Alpha-Alkylated azocane-2-carboxylic acid methyl esters 5 were synthesized with excellent enantiomeric excess (> 96%) in four steps starting from optically active beta-keto esters 1. The synthesis involved tetrazole formation, reduction, protection, and oxidation.