tert-butyl (2S)-3-oxo-2-propan-2-yl-2,5-dihydro-4,1-benzoxazepine-1-carboxylate | 1448991-21-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (2S)-3-oxo-2-propan-2-yl-2,5-dihydro-4,1-benzoxazepine-1-carboxylate
• CAS: 1448991-21-6
• 化学式: C₁₇H₂₃NO₄
• 分子量: 305.374
• InChiKey: KBLQJXASBYKLSQ-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-3-oxo-2-propan-2-yl-2,5-dihydro-4,1-benzoxazepine-1-carboxylate 在 aluminum oxide 、 potassium carbonate 、 pyridinium chlorochromate 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  ASYMMETRIC INTRAMOLECULAR CONJUGATE ADDITION OF α-AMINO ACID DERIVATIVES VIA RACEMIZATION-FREE EQUILIBRIUM OF INTERMEDIARY CHIRAL ENOLATES

  摘要：

  A highly enantioselective route to a multi-substituted indoline derivative via intramolecular conjugate addition of an a-amino acid derivative has been developed. Enantioselectivity of the reaction was almost independent from the temperature, while the diastereoselectivity was totally dependent on the temperature. High diastereomeric ratios observed at the higher temperatures were assumed to be the results from an equilibrium process between axially chiral enolate intermediates.

  DOI：

  10.3987/com-12-s(n)129
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 N-(2'-hydroxymethylphenyl)-L-valine 在 三乙胺 作用下， 生成 tert-butyl (2S)-3-oxo-2-propan-2-yl-2,5-dihydro-4,1-benzoxazepine-1-carboxylate
  参考文献：
  名称：

  ASYMMETRIC INTRAMOLECULAR CONJUGATE ADDITION OF α-AMINO ACID DERIVATIVES VIA RACEMIZATION-FREE EQUILIBRIUM OF INTERMEDIARY CHIRAL ENOLATES

  摘要：

  A highly enantioselective route to a multi-substituted indoline derivative via intramolecular conjugate addition of an a-amino acid derivative has been developed. Enantioselectivity of the reaction was almost independent from the temperature, while the diastereoselectivity was totally dependent on the temperature. High diastereomeric ratios observed at the higher temperatures were assumed to be the results from an equilibrium process between axially chiral enolate intermediates.

  DOI：

  10.3987/com-12-s(n)129

文献信息

• ASYMMETRIC INTRAMOLECULAR CONJUGATE ADDITION OF α-AMINO ACID DERIVATIVES VIA RACEMIZATION-FREE EQUILIBRIUM OF INTERMEDIARY CHIRAL ENOLATES
  作者：Takeo Kawabata、Daiki Monguchi、Tomoyuki Yoshimura、Kazuyuki Irie、Kazuhiro Hayashi、Takahiro Sasamori、Norihiro Tokitoh

  DOI：10.3987/com-12-s(n)129

  日期：——

  A highly enantioselective route to a multi-substituted indoline derivative via intramolecular conjugate addition of an a-amino acid derivative has been developed. Enantioselectivity of the reaction was almost independent from the temperature, while the diastereoselectivity was totally dependent on the temperature. High diastereomeric ratios observed at the higher temperatures were assumed to be the results from an equilibrium process between axially chiral enolate intermediates.