(2R,6R,7R,8S)-2-phenyl-8-methyl-1-aza-4,9-dioxa[4.3.0]bicyclononan-5-one-7-carboxylic acid, methyl ester

• 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: (2R,6R,7R,8S)-2-phenyl-8-methyl-1-aza-4,9-dioxa[4.3.0]bicyclononan-5-one-7-carboxylic acid, methyl ester
• 英文别名: methyl (2S,3R,3aR,7R)-2-methyl-4-oxo-7-phenyl-3,3a,6,7-tetrahydro-2H-[1,2]oxazolo[3,2-c][1,4]oxazine-3-carboxylate
• 化学式: C₁₅H₁₇NO₅
• 分子量: 291.304
• InChiKey: KVHJLTMNWWRDAP-XYJRDEOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (5R)-3,4,5,6-四氢-5-苯基-4(H)-1,4-恶嗪-2-酮 在 Oxone 、 phosphate buffer 、 丙酮 作用下， 以 氯仿 、 水 为溶剂， 反应 3.0h， 生成 (2R,6R,7R,8S)-2-phenyl-8-methyl-1-aza-4,9-dioxa[4.3.0]bicyclononan-5-one-7-carboxylic acid, methyl ester
  参考文献：
  名称：

  Preparation and evaluation of a cyclic acyl nitrone as a synthon for stereospecific α-amino acid synthesis

  摘要：

  The preparation and characterization of cyclic optically active (5R)-3,4,5,6-tetrahydro-5-phenyl-2H-1,4-oxazin-2-one-N-oxide (2) is described. This nitrone, which is viewed as a template for the synthesis of gamma-oxygenated alpha-amino acids, reacts with alkenes efficiently and with high stereospecificity. (C) 1998 Elsevier Science Ltd. AII rights reserved.

  DOI：

  10.1016/s0040-4039(98)01474-9

文献信息

• Preparation and evaluation of a cyclic acyl nitrone as a synthon for stereospecific α-amino acid synthesis
  作者：Steven W. Baldwin、Bruce G. Young、Andrew T. McPhail

  DOI：10.1016/s0040-4039(98)01474-9

  日期：1998.9

  The preparation and characterization of cyclic optically active (5R)-3,4,5,6-tetrahydro-5-phenyl-2H-1,4-oxazin-2-one-N-oxide (2) is described. This nitrone, which is viewed as a template for the synthesis of gamma-oxygenated alpha-amino acids, reacts with alkenes efficiently and with high stereospecificity. (C) 1998 Elsevier Science Ltd. AII rights reserved.