Benzyl 2-ethoxyazepane-1-carboxylate | 106412-46-8

• 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: Benzyl 2-ethoxyazepane-1-carboxylate
• CAS: 106412-46-8
• 化学式: C₁₆H₂₃NO₃
• 分子量: 277.364
• InChiKey: XWXFRHYBEDHRRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Benzyl 2-ethoxyazepane-1-carboxylate 在 palladium on activated charcoal 三氟甲磺酸三甲基硅酯 、 氢气 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 1-aza-8-methyl-8-hydroxy-11-oxo bicyclo (5.4.0) undecane
  参考文献：
  名称：

  Diastereoselection of the addition of silyloxyfurans to five-, six- and seven-membered N-acyliminium ions

  摘要：

  The addition of silyloxyfuran 1a to five-, six- and seven-membered N-acyliminium ions 2 afforded threo-3 as the major isomers (the structures of 3a, 3g and 3m were determined by X-ray analysis). The diastereoisomeric ratio increased with bulkier carbamate groups (Boc>Cbz>CO2Me) with the five- and seven-membered N-acyliminium ions more selective than the six-membered ones. However. erythro-4 isomers predominated when 5-methylsilyloxyfuran 1b was employed (the structures were determined by NOE studies on the corresponding bicyclic lactams 6a.b and 7a,b) and the formation or regioisomer 5 was observed for N-acyliminium ions with Boc (seven-membered series) and Cbz (six- and seven-membered series) groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01388-0
• 作为产物：
  描述：

  乙醇 、 benzyl 2-oxoazepane-1-carboxylate 在 sodium tetrahydroborate 作用下， 以88%的产率得到Benzyl 2-ethoxyazepane-1-carboxylate
  参考文献：
  名称：

  Reduction of N-Alkoxycarbonyllactams with NaBH4/EtOh-H+: A Facile Synthesis of a-Ethoxyurethanes

  摘要：

  DOI：

  10.3987/r-1986-05-1231

文献信息

• NAGASAKA TATSUO; TAMANO HIROHISA; HAMAGUCHI FUMIKO, HETEROCYCLES, 24,(1986) N 5, 1231-1232
  作者：NAGASAKA TATSUO、 TAMANO HIROHISA、 HAMAGUCHI FUMIKO

  DOI：——

  日期：——
• Reduction of N-Alkoxycarbonyllactams with NaBH4/EtOh-H+: A Facile Synthesis of a-Ethoxyurethanes
  作者：Tatsuo Nagasaka、Hirohisa Tamano、Fumiko Hamaguchi

  DOI：10.3987/r-1986-05-1231

  日期：——
• Diastereoselection of the addition of silyloxyfurans to five-, six- and seven-membered N-acyliminium ions
  作者：Maria da Conceição F de Oliveira、Leonardo Silva Santos、Ronaldo Aloise Pilli

  DOI：10.1016/s0040-4039(01)01388-0

  日期：2001.10

  The addition of silyloxyfuran 1a to five-, six- and seven-membered N-acyliminium ions 2 afforded threo-3 as the major isomers (the structures of 3a, 3g and 3m were determined by X-ray analysis). The diastereoisomeric ratio increased with bulkier carbamate groups (Boc>Cbz>CO2Me) with the five- and seven-membered N-acyliminium ions more selective than the six-membered ones. However. erythro-4 isomers predominated when 5-methylsilyloxyfuran 1b was employed (the structures were determined by NOE studies on the corresponding bicyclic lactams 6a.b and 7a,b) and the formation or regioisomer 5 was observed for N-acyliminium ions with Boc (seven-membered series) and Cbz (six- and seven-membered series) groups. (C) 2001 Elsevier Science Ltd. All rights reserved.