(3aR,6R,7aR)-6-methyl-3a,4,5,6,7,7a-hexahydro-3H-1-benzofuran-2-one | 137822-66-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (3aR,6R,7aR)-6-methyl-3a,4,5,6,7,7a-hexahydro-3H-1-benzofuran-2-one
• CAS: 137822-66-3
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: DUAILYMQGSPUDC-BWZBUEFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3aR,6R,7aR)-6-methyl-3a,4,5,6,7,7a-hexahydro-3H-1-benzofuran-2-one 在 六甲基磷酰三胺 、 双氧水 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 6.33h， 生成 (6R)-3,6-dimethyl-5,6,7,7a-tetrahydro-2(4H)-benzofuranone
  参考文献：
  名称：

  Total synthesis of the monoterpenes (−)-mintlactone and (+)-isomintlactone

  摘要：

  The first total, stereodirected synthesis of the monoterpenes (-)-mintlactone and (+)-isomintlactone from the same chiral starting product is described. A stercoselective, radical-mediated ring closure was the key step in both syntheses.

  DOI：

  10.1016/s0040-4020(01)81195-9
• 作为产物：
  描述：

  (3aR,6R,7aR)-6-(phenoxycarbothioyloxymethyl)-3a,4,5,6,7,7a-hexahydro-3H-1-benzofuran-2-one 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以88%的产率得到(3aR,6R,7aR)-6-methyl-3a,4,5,6,7,7a-hexahydro-3H-1-benzofuran-2-one
  参考文献：
  名称：

  Total synthesis of the monoterpenes (−)-mintlactone and (+)-isomintlactone

  摘要：

  The first total, stereodirected synthesis of the monoterpenes (-)-mintlactone and (+)-isomintlactone from the same chiral starting product is described. A stercoselective, radical-mediated ring closure was the key step in both syntheses.

  DOI：

  10.1016/s0040-4020(01)81195-9

文献信息

• Total synthesis of (−)-mintlactone
  作者：Miguel Carda、J.Alberto Marco

  DOI：10.1016/s0040-4039(00)93463-4

  日期：1991.9

  The first total, stereodirected synthesis of (-)-mintlactone is described. A stereoselective, radical-mediated ring closure was the key step in the synthesis.
• Total synthesis of the monoterpenes (−)-mintlactone and (+)-isomintlactone
  作者：Miguel Carda、J.Alberto Marco

  DOI：10.1016/s0040-4020(01)81195-9

  日期：1992.1

  The first total, stereodirected synthesis of the monoterpenes (-)-mintlactone and (+)-isomintlactone from the same chiral starting product is described. A stercoselective, radical-mediated ring closure was the key step in both syntheses.