cis-1,5-dimethylbicyclo<3.3.0>octane-3,7-dione monoethylene ketal | 72212-57-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cis-1,5-dimethylbicyclo<3.3.0>octane-3,7-dione monoethylene ketal
• 英文别名: cis-1,5-dimethylbicyclo[3.3.0]octane-3,7-dione monoethylene ketal；(3A'R,6A'S)-3A',6A'-Dimethyltetrahydro-1'H-spiro[[1,3]dioxolane-2,2'-pentalen]-5'(3'H)-one；(3aR,6aS)-3a,6a-dimethylspiro[1,3,4,6-tetrahydropentalene-5,2'-1,3-dioxolane]-2-one
• CAS: 72212-57-8
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: LYRTWXJAMZJUNK-PHIMTYICSA-N

物化性质

• 沸点：
  300.7±42.0 °C(predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  cis-1,5-dimethylbicyclo<3.3.0>octane-3,7-dione monoethylene ketal 在 氢氧化钾 、 硫酸 、 一水合肼 作用下， 以 various solvent(s) 为溶剂， 反应 7.0h， 生成 (3aα,6aα)-Hexahydro-3a,6a-dimethyl-2(1H)-pentalenone
  参考文献：
  名称：

  A vinylsilane route of (.+-.)-gymnomitrol

  摘要：

  DOI：

  10.1021/ja00397a043
• 作为产物：
  描述：

  3a,6a-dimethyl-1,3,4,6-tetrahydropentalene-2,5-dione 、 乙二醇 在 对甲苯磺酸 作用下， 生成 cis-1,5-dimethylbicyclo<3.3.0>octane-3,7-dione monoethylene ketal
  参考文献：
  名称：

  A vinylsilane route of (.+-.)-gymnomitrol

  摘要：

  DOI：

  10.1021/ja00397a043

文献信息

• Asymmetric Synthesis of Axially Chiral<i>cis</i>-Arylmethylenebicyclo[3.3.0]octanes Using α-Thio- and α-Selenoorganolithium Compounds
  作者：Libo Wang、Shuichi Nakamura、Norio Shibata、Takeshi Toru

  DOI：10.1246/cl.2005.76

  日期：2005.1

  Enantioselective reaction of α-thio carbanion derived from 1-phenyl-1-(phenylthio)-1-(tributylstannyl)methane with cis-bicyclo[3.3.0]octane-3,7-dione monoethylene ketals in the presence of bis(oxazoline)s gave products with high diastereoselectivity and with high enantioselectivity. The reaction of α-seleno carbanions derived from bis(phenylseleno)arylmethanes also showed high diastereoselectivity and enantioselectivity. Deprotection and subsequent stereospecific elimination afforded axially chiral cis-arylmethylenebicyclo[3.3.0]octanes with high enantioselectivity (up to 99% ee).

  由 1-苯基-1-(苯硫基)-1-(三丁基锡烷基)甲烷衍生的 α-硫代碳酰基与顺式-双环[3.3.0]辛烷-3,7-二酮单乙烯酮在双(噁唑啉)s 的存在下进行的对映体选择性反应得到了具有高非对映选择性和高对映体选择性的产物。由双（苯基硒）芳基甲烷衍生出的α-硒碳离子的反应也显示出高非对映选择性和高对映选择性。通过去保护和随后的立体特异性消除，可以得到轴向手性的顺式芳基亚甲基双环[3.3.0]辛烷，对映体选择性高（ee高达 99%）。
• EP3686196
  申请人：——

  公开号：——

  公开（公告）日：——
• POLYCYCLIC COMPOUND ACTING AS IDO INHIBITOR AND/OR IDO-HDAC DUAL INHIBITOR
  申请人：Hangzhou Innogate Pharma Co., Ltd.

  公开号：US20200276180A1

  公开（公告）日：2020-09-03

  Compounds as IDO inhibitors and/or dual inhibitors of IDO-HDAC are described. Specifically, the compounds represented by the following formula (I) are described, wherein each group is defined as described in the specification. The compounds have IDO inhibitory activity or IDO-HDAC dual inhibitory activity and can be used for preventing or treating diseases associated with IDO and/or IDO-HDAC activity or expression levels. At the same time, the compounds of the present invention can be combined with an anti-tumor antibody such as PD-1 and PD-L1, and such a combination can greatly increase the anti-tumor response rate of the antibody and broaden the types of tumors to be treated.