N-(4-methoxyphenyl)-(S)-N^α-(tert-butoxycarbonyl)indoline-2-carboxamide | 329015-63-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(4-methoxyphenyl)-(S)-N^α-(tert-butoxycarbonyl)indoline-2-carboxamide
• 英文别名: tert-butyl (2S)-2-[(4-methoxyphenyl)carbamoyl]-2,3-dihydroindole-1-carboxylate
• CAS: 329015-63-6
• 化学式: C₂₁H₂₄N₂O₄
• 分子量: 368.433
• InChiKey: USSHQDHVRSZESG-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-methoxyphenyl)-(S)-N^α-(tert-butoxycarbonyl)indoline-2-carboxamide 在 硼烷四氢呋喃络合物 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 (S)-2-(p-anisidinomethyl)indoline
  参考文献：
  名称：

  Catalytic asymmetric borane reduction of prochiral ketones by the use of diazaborolidine catalysts prepared from chiral β-diamines

  摘要：

  The catalytic asymmetric borane reduction of prochiral ketones was examined in the presence of chiral diazaborolidine catalysts prepared in situ from chiral P-diamines and borane. Chiral secondary alcohols were obtained with modest to high enantiomeric excesses (up to 92% ee) using (S)-2-[(4-trifluoromethyl)anilinomethyl]indoline 2f. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00414-6
• 作为产物：
  描述：

  N-叔丁氧羰基-L-吲哚啉-2-甲酸 在 N-甲基吗啉 作用下， 以 四氢呋喃 为溶剂， 反应 14.25h， 生成 N-(4-methoxyphenyl)-(S)-N^α-(tert-butoxycarbonyl)indoline-2-carboxamide
  参考文献：
  名称：

  Catalytic asymmetric borane reduction of prochiral ketones by the use of diazaborolidine catalysts prepared from chiral β-diamines

  摘要：

  The catalytic asymmetric borane reduction of prochiral ketones was examined in the presence of chiral diazaborolidine catalysts prepared in situ from chiral P-diamines and borane. Chiral secondary alcohols were obtained with modest to high enantiomeric excesses (up to 92% ee) using (S)-2-[(4-trifluoromethyl)anilinomethyl]indoline 2f. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00414-6

文献信息

• Catalytic asymmetric borane reduction of prochiral ketones by the use of diazaborolidine catalysts prepared from chiral β-diamines
  作者：Shinsuke Sato、Hiroyasu Watanabe、Masatoshi Asami

  DOI：10.1016/s0957-4166(00)00414-6

  日期：2000.11

  The catalytic asymmetric borane reduction of prochiral ketones was examined in the presence of chiral diazaborolidine catalysts prepared in situ from chiral P-diamines and borane. Chiral secondary alcohols were obtained with modest to high enantiomeric excesses (up to 92% ee) using (S)-2-[(4-trifluoromethyl)anilinomethyl]indoline 2f. (C) 2000 Elsevier Science Ltd. All rights reserved.