(1R,3R,6R,9R)-4-Hydroxymethyl-3,6-dimethyl-10,12-dioxa-tricyclo[7.2.1.0^1,6]dodec-4-en-11-one | 200572-00-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (1R,3R,6R,9R)-4-Hydroxymethyl-3,6-dimethyl-10,12-dioxa-tricyclo[7.2.1.0^1,6]dodec-4-en-11-one
• CAS: 200572-00-5
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: HQKZITDAJNBMBT-LGOOBZPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.38
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,3R,6R,9R)-4-Hydroxymethyl-3,6-dimethyl-10,12-dioxa-tricyclo[7.2.1.0^1,6]dodec-4-en-11-one 在 咪唑 、 三氟化硼乙醚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (1R,2R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(2-[1,3]dithiolan-2-yl-ethyl)-1-hydroxy-2,5-dimethyl-cyclohex-3-enecarboxylic acid
  参考文献：
  名称：

  An intramolecular Diels-Alder approach to the spirotetronic acid subunits of the quartromicins

  摘要：

  Three of the four diastereomeric spirotetronates (2, 19 and 24) corresponding to the quartromicins were synthesized by a sequence featuring the intramolecular Diels-Alder reaction of 3. An olefin isomerization pathway accounts for formation of the second most abundant cycloadduct, 16. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10415-4
• 作为产物：
  描述：

  (2R)-2-[(3E,5Z)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-methylhepta-3,5-dienyl]-5-methylidene-1,3-dioxolan-4-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 (1R,3R,6R,9R)-4-Hydroxymethyl-3,6-dimethyl-10,12-dioxa-tricyclo[7.2.1.0^1,6]dodec-4-en-11-one 、 (1R,3S,6S,9R)-4-Hydroxymethyl-3,6-dimethyl-10,12-dioxa-tricyclo[7.2.1.0^1,6]dodec-4-en-11-one 、 (1R,3R,6S,9R)-4-Hydroxymethyl-3,6-dimethyl-10,12-dioxa-tricyclo[7.2.1.0^1,6]dodec-4-en-11-one
  参考文献：
  名称：

  An intramolecular Diels-Alder approach to the spirotetronic acid subunits of the quartromicins

  摘要：

  Three of the four diastereomeric spirotetronates (2, 19 and 24) corresponding to the quartromicins were synthesized by a sequence featuring the intramolecular Diels-Alder reaction of 3. An olefin isomerization pathway accounts for formation of the second most abundant cycloadduct, 16. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10415-4