phenyl N-(3-cyanopropyl)-N-formylcarbamate | 1092074-87-7

• 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: phenyl N-(3-cyanopropyl)-N-formylcarbamate
• CAS: 1092074-87-7
• 化学式: C₁₂H₁₂N₂O₃
• 分子量: 232.239
• InChiKey: DPZHJRKUYTZAID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯基哌啶-1-羧酸酯 在 三氟乙酸 、 三氟乙酸酐 、 sodium nitrite 作用下， 反应 3.0h， 以85%的产率得到phenyl N-(3-cyanopropyl)-N-formylcarbamate
  参考文献：
  名称：

  Oxidative C–C bond cleavage of N-alkoxycarbonylated cyclic amines by sodium nitrite in trifluoroacetic acid

  摘要：

  Oxidative carbon-carbon bond cleavage of N-alkoxycarbonylated cyclic amines was accomplished by NaNO2, in TFA to afford omega-amino carboxylic acid in high yield. Optically active 3-hydroxypiperidine derivatives and 3-pipecolinate were converted to enantiomerically pure (R)-4-amino-3-hydroxybutanoic acid (GABOB) and (S)-2-pyrrolidone-4-carboxylate, respectively. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.067

文献信息

• Oxidative C–C bond cleavage of N-alkoxycarbonylated cyclic amines by sodium nitrite in trifluoroacetic acid
  作者：Osamu Onomura、Atsushi Moriyama、Kazuhiro Fukae、Yutaka Yamamoto、Toshihide Maki、Yoshihiro Matsumura、Yosuke Demizu

  DOI：10.1016/j.tetlet.2008.09.067

  日期：2008.11

  Oxidative carbon-carbon bond cleavage of N-alkoxycarbonylated cyclic amines was accomplished by NaNO2, in TFA to afford omega-amino carboxylic acid in high yield. Optically active 3-hydroxypiperidine derivatives and 3-pipecolinate were converted to enantiomerically pure (R)-4-amino-3-hydroxybutanoic acid (GABOB) and (S)-2-pyrrolidone-4-carboxylate, respectively. (c) 2008 Elsevier Ltd. All rights reserved.