(6R,7R,S-Biar)-7,8-dihydro-1,10,11,12-tetramethoxy-6,7-dimethyl-2,3-methylenedioxydibenzocycloocten-5(6H)-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: (6R,7R,S-Biar)-7,8-dihydro-1,10,11,12-tetramethoxy-6,7-dimethyl-2,3-methylenedioxydibenzocycloocten-5(6H)-one
• 英文别名: (9R,10R)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-one
• 化学式: C₂₃H₂₆O₇
• 分子量: 414.455
• InChiKey: SODNIZGPTDJTHN-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (6R,7R,S-Biar)-7,8-dihydro-1,10,11,12-tetramethoxy-6,7-dimethyl-2,3-methylenedioxydibenzocycloocten-5(6H)-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 以87%的产率得到Deacetylkadsurin
  参考文献：
  名称：

  Total synthesis of homochiral kadsurin having the natural configuration

  摘要：

  The total synthesis of kadsurin was achieved in a stereoselective manner. The stereoselective hydrogenation of the homochiral enone (12), obtained from the known tetracyclic lactone (7), afforded known ketone (13), the conversion of which into kadsurin has already been reported.

  DOI：

  10.1016/0957-4166(94)00369-m
• 作为产物：
  描述：

  (7R,S-Biar)-5,6,7,8-tetrahydro-1,10,11,12-tetramethoxy-7-methyl-6-methylene-2,3-methylenedioxydibenzocycloocten-5(6H)-one 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 4.5h， 以100%的产率得到(6R,7R,S-Biar)-7,8-dihydro-1,10,11,12-tetramethoxy-6,7-dimethyl-2,3-methylenedioxydibenzocycloocten-5(6H)-one
  参考文献：
  名称：

  Total synthesis of homochiral kadsurin having the natural configuration

  摘要：

  The total synthesis of kadsurin was achieved in a stereoselective manner. The stereoselective hydrogenation of the homochiral enone (12), obtained from the known tetracyclic lactone (7), afforded known ketone (13), the conversion of which into kadsurin has already been reported.

  DOI：

  10.1016/0957-4166(94)00369-m

文献信息

• Ikeya, Yukinobu; Ookawa, Noriyuki; Taguchi, Heihachiro, Chemical and pharmaceutical bulletin, 1982, vol. 30, # 9, p. 3202 - 3206
  作者：Ikeya, Yukinobu、Ookawa, Noriyuki、Taguchi, Heihachiro、Yosioka, Itiro

  DOI：——

  日期：——
• Total synthesis of homochiral kadsurin having the natural configuration
  作者：Toshihiro Ohshima、Masahide Tanaka、Hiroshi Mitsuhashi、Masao Maruno、Takeshi Wakamatsu

  DOI：10.1016/0957-4166(94)00369-m

  日期：1995.1

  The total synthesis of kadsurin was achieved in a stereoselective manner. The stereoselective hydrogenation of the homochiral enone (12), obtained from the known tetracyclic lactone (7), afforded known ketone (13), the conversion of which into kadsurin has already been reported.