7a-dimethylcarbamoylmethyl-1,5-dimethyl-2,6,7,7a-tetrahydro-1H-indene-4-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: 7a-dimethylcarbamoylmethyl-1,5-dimethyl-2,6,7,7a-tetrahydro-1H-indene-4-carboxylic acid methyl ester
• 英文别名: methyl (1R,7aR)-7a-[2-(dimethylamino)-2-oxoethyl]-1,5-dimethyl-1,2,6,7-tetrahydroindene-4-carboxylate
• 化学式: C₁₇H₂₅NO₃
• 分子量: 291.39
• InChiKey: XZZFWYVIZYGRFJ-SJKOYZFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  7a-dimethylcarbamoylmethyl-1,5-dimethyl-2,6,7,7a-tetrahydro-1H-indene-4-carboxylic acid methyl ester 在 氢氧化钾 、 锂硼氢 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 环己烷 、 乙二醇 为溶剂， 反应 61.0h， 生成 (7-benzyloxymethyl-7-hydroxymethyl-3-methyl-6-methylene-2,3,4,5,6,7-hexahydroinden-3a-yl)acetic acid
  参考文献：
  名称：

  Synthetic Studies toward Anisatin:  A Formal Synthesis of (±)-8-Deoxyanisatin

  摘要：

  [GRAPHICS]An efficient strategy to construct the congested C-7a quaternary chiral center of anisatin was developed, by way of an Eschenmoser-Claisen rearrangement, Conversion of the resultant amide to Kende's epsilon -lactone intermediate 3 in four steps completed a concise formal synthesis of (+/-)-8-deoxyanisatin (2).

  DOI：

  10.1021/ol006918c
• 作为产物：
  描述：

  (1S,3R)-3-Hydroxy-1,5-dimethyl-2,3,4,7-tetrahydro-1H-indene-4-carboxylic acid 以 乙醚 、 xylene 为溶剂， 反应 48.0h， 生成 7a-dimethylcarbamoylmethyl-1,5-dimethyl-2,6,7,7a-tetrahydro-1H-indene-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthetic Studies toward Anisatin:  A Formal Synthesis of (±)-8-Deoxyanisatin

  摘要：

  [GRAPHICS]An efficient strategy to construct the congested C-7a quaternary chiral center of anisatin was developed, by way of an Eschenmoser-Claisen rearrangement, Conversion of the resultant amide to Kende's epsilon -lactone intermediate 3 in four steps completed a concise formal synthesis of (+/-)-8-deoxyanisatin (2).

  DOI：

  10.1021/ol006918c

文献信息

• Synthetic Studies toward Anisatin:  A Formal Synthesis of (±)-8-Deoxyanisatin
  作者：Teck-Peng Loh、Qi-Ying Hu

  DOI：10.1021/ol006918c

  日期：2001.1.1

  [GRAPHICS]An efficient strategy to construct the congested C-7a quaternary chiral center of anisatin was developed, by way of an Eschenmoser-Claisen rearrangement, Conversion of the resultant amide to Kende's epsilon -lactone intermediate 3 in four steps completed a concise formal synthesis of (+/-)-8-deoxyanisatin (2).