(3aR)-3a-ethyl-3,4,5,7a-tetrahydro-2H-furo[2,3-b]pyran-6-one | 1147757-28-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡喃类
• 英文名称: (3aR)-3a-ethyl-3,4,5,7a-tetrahydro-2H-furo[2,3-b]pyran-6-one
• CAS: 1147757-28-5
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: YPYNSKWPKKXGJU-YGPZHTELSA-N

物化性质

• 沸点：
  279.1±13.0 °C(predicted)
• 密度：
  1.122±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  色胺 、 (3aR)-3a-ethyl-3,4,5,7a-tetrahydro-2H-furo[2,3-b]pyran-6-one 以 甲苯 为溶剂， 反应 2.0h， 生成 3-[(3R)-3-ethyl-2-hydroxyoxolan-3-yl]-N-[2-(1H-indol-3-yl)ethyl]propanamide
  参考文献：
  名称：

  Flexible Access to Monoterpenoid Indole Alkaloids Using a Cyclopentanoid Chiral Building Block

  摘要：

  Expedient, diasterocontrolled transformations of 1 to the key synthetic intermediate of corynanthe, iboga, and aspidosperma-class of monoterpenoid indole alkaloids which led up to a formal synthesis of (+)-20R-dihydrocleavamine, (-)-eburnamonine, and a total synthesis of (+)-aspidospermidine (2) have been demonstrated.

  DOI：

  10.3987/com-08-s(f)120
• 作为产物：
  描述：

  (3aR)-3a-ethyl-2,3,4,5,6,7a-hexahydrofuro[2,3-b]pyran-6-ol 在 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 生成 (3aR)-3a-ethyl-3,4,5,7a-tetrahydro-2H-furo[2,3-b]pyran-6-one
  参考文献：
  名称：

  Flexible Access to Monoterpenoid Indole Alkaloids Using a Cyclopentanoid Chiral Building Block

  摘要：

  Expedient, diasterocontrolled transformations of 1 to the key synthetic intermediate of corynanthe, iboga, and aspidosperma-class of monoterpenoid indole alkaloids which led up to a formal synthesis of (+)-20R-dihydrocleavamine, (-)-eburnamonine, and a total synthesis of (+)-aspidospermidine (2) have been demonstrated.

  DOI：

  10.3987/com-08-s(f)120

文献信息

• Flexible Access to Monoterpenoid Indole Alkaloids Using a Cyclopentanoid Chiral Building Block
  作者：Yoshiharu Iwabuchi、Masato Hayashi、Atsushi Satoh、Masatoshi Shibuya、Kunio Ogasawara

  DOI：10.3987/com-08-s(f)120

  日期：——

  Expedient, diasterocontrolled transformations of 1 to the key synthetic intermediate of corynanthe, iboga, and aspidosperma-class of monoterpenoid indole alkaloids which led up to a formal synthesis of (+)-20R-dihydrocleavamine, (-)-eburnamonine, and a total synthesis of (+)-aspidospermidine (2) have been demonstrated.