(3aR,8bS)-4,4-Dimethyl-3-propionyl-3,3a,4,8b-tetrahydro-indeno[2,1-d]oxazol-2-one | 184758-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (3aR,8bS)-4,4-Dimethyl-3-propionyl-3,3a,4,8b-tetrahydro-indeno[2,1-d]oxazol-2-one
• 英文别名: (3aR,8bS)-4,4-dimethyl-3-propanoyl-3a,8b-dihydroindeno[2,1-d][1,3]oxazol-2-one
• CAS: 184758-95-0
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: RZWQEYWXQFHWLK-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3aR,8bS)-4,4-Dimethyl-3-propionyl-3,3a,4,8b-tetrahydro-indeno[2,1-d]oxazol-2-one 在 lithium hydroxide 、 zinc(II) tetrahydroborate 、 双氧水 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 4.55h， 生成 (3aR,8bS)-4,4-dimethyl-3a,8b-dihydro-3H-indeno[2,1-d][1,3]oxazol-2-one
  参考文献：
  名称：

  Design, synthesis, resolution, and application of a highly efficient chiral auxiliary: Cis-2-amino-3,3-dimethyl-1-indanol

  摘要：

  The chiral amino alcohol, cis-2-amino-3,3-dimethyl-1-indanol was synthesized and resolved. Its oxazolidinone derivative was found to be a highly efficient chiral auxiliary in diastereoselective alkylation, acylation, bromination, and hydroxylation reactions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00385-0
• 作为产物：
  描述：

  (1S,2R)-2-amino-3,3-dimethyl-2,3-dihydro-1H-inden-1-ol 在 正丁基锂 、 potassium carbonate 作用下， 反应 8.17h， 生成 (3aR,8bS)-4,4-Dimethyl-3-propionyl-3,3a,4,8b-tetrahydro-indeno[2,1-d]oxazol-2-one
  参考文献：
  名称：

  Design, synthesis, resolution, and application of a highly efficient chiral auxiliary: Cis-2-amino-3,3-dimethyl-1-indanol

  摘要：

  The chiral amino alcohol, cis-2-amino-3,3-dimethyl-1-indanol was synthesized and resolved. Its oxazolidinone derivative was found to be a highly efficient chiral auxiliary in diastereoselective alkylation, acylation, bromination, and hydroxylation reactions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00385-0

文献信息

• Design, synthesis, resolution, and application of a highly efficient chiral auxiliary: Cis-2-amino-3,3-dimethyl-1-indanol
  作者：Atsushi Sudo、Kazuhiko Saigo

  DOI：10.1016/0957-4166(96)00385-0

  日期：1996.10

  The chiral amino alcohol, cis-2-amino-3,3-dimethyl-1-indanol was synthesized and resolved. Its oxazolidinone derivative was found to be a highly efficient chiral auxiliary in diastereoselective alkylation, acylation, bromination, and hydroxylation reactions. Copyright (C) 1996 Elsevier Science Ltd