1-((3aS,8aR)-2,2-Dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-methyl-butan-1-one | 190059-38-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1-((3aS,8aR)-2,2-Dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-methyl-butan-1-one
• CAS: 190059-38-2
• 化学式: C₁₇H₂₃NO₂
• 分子量: 273.375
• InChiKey: CLGURMLAYVEIBE-ZBFHGGJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-BOC-O-甲苯磺酰羟胺 、 1-((3aS,8aR)-2,2-Dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-methyl-butan-1-one 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以67%的产率得到[(S)-1-((3aS,8aR)-2,2-Dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazole-3-carbonyl)-2-methyl-propyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Asymmetric synthesis of α-amino acid derivatives via an electrophilic amination of chiral amide cuprates with Li t-butyl-N-tosyloxycarbamate

  摘要：

  The utility of lithium t-butyl-N-tosyloxycarbamate (LiBTOC) as a (+)NHBOC synthon in highly diastereoselective reactions with chiral cis-aminoindanol derived amide cuprates is described. The diastereoselectivities of these reactions ranged from 96% to greater than 99%. The subsequent transformation of these adducts to alpha-amino acids ir also described (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00477-2
• 作为产物：
  描述：

  (1S,2R)-(-)-1-氨基-2-茚醇 在 4-甲基苯磺酸吡啶 、 三乙胺 作用下， 生成 1-((3aS,8aR)-2,2-Dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-methyl-butan-1-one
  参考文献：
  名称：

  Asymmetric synthesis of α-amino acid derivatives via an electrophilic amination of chiral amide cuprates with Li t-butyl-N-tosyloxycarbamate

  摘要：

  The utility of lithium t-butyl-N-tosyloxycarbamate (LiBTOC) as a (+)NHBOC synthon in highly diastereoselective reactions with chiral cis-aminoindanol derived amide cuprates is described. The diastereoselectivities of these reactions ranged from 96% to greater than 99%. The subsequent transformation of these adducts to alpha-amino acids ir also described (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00477-2