5-氧杂四环[7.2.1.0(2,8).0(4,6)]十二烷-10-烯-3,7-二酮 | 2435-32-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 中文名称: 5-氧杂四环[7.2.1.0(2,8).0(4,6)]十二烷-10-烯-3,7-二酮
• 英文名称: 6,7-epoxy-1,4,4a,6,7,8a-hexahydro-1,4-methano-naphthalene-5,8-dione
• 英文别名: 4,5-epoxy-tricyclo[6.2.1.02,7]undec-9-ene-3,6-dione；2,7-Dioxo-1a,2,2a,6a,7,7a-hexahydro-3,6-methano-oxirenonaphthalin；5,8-Methano-4a,5,8,8a-tetrahydro-1,4-naphhochinon-2,3-epoxid；1a,2a,3,6,6a,7a-Hexahydro-3,6-methanonaphtho[2,3-b]oxirene-2,7-dione；5-oxatetracyclo[7.2.1.02,8.04,6]dodec-10-ene-3,7-dione
• CAS: 2435-32-7
• 化学式: C₁₁H₁₀O₃
• 分子量: 190.199
• InChiKey: CDIVHOHRKOWDBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.636
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  5-氧杂四环[7.2.1.0(2,8).0(4,6)]十二烷-10-烯-3,7-二酮 生成 2,3-环氧-1,4-苯醌
  参考文献：
  名称：

  A New Catalytic and Enantioselective Desymmetrization of Symmetrical Methylidene Cycloalkene Oxides

  摘要：

  [GRAPHICS]Chiral copper complexes of C-2-symmetrical phosphoroamidites were found to be highly effective catalysts for both kinetic resolution and novel desymmetrization reactions of new methylidene epoxycycloalkanes.

  DOI：

  10.1021/ol005584o
• 作为产物：
  描述：

  1,4,4 a,8 a-四氢-endo-1,4-甲烷萘-5,8-二酮 在 双氧水 、 sodium carbonate 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 生成 5-氧杂四环[7.2.1.0(2,8).0(4,6)]十二烷-10-烯-3,7-二酮
  参考文献：
  名称：

  A New Catalytic and Enantioselective Desymmetrization of Symmetrical Methylidene Cycloalkene Oxides

  摘要：

  [GRAPHICS]Chiral copper complexes of C-2-symmetrical phosphoroamidites were found to be highly effective catalysts for both kinetic resolution and novel desymmetrization reactions of new methylidene epoxycycloalkanes.

  DOI：

  10.1021/ol005584o

文献信息

• REACTION OF THIOLS WITH EPOXIDES OF CONJUGATED 1,4-DIKETONES
  作者：H. S. Wilgus III、E. Frauenglass、P. P. Chiesa、G. H. Nawn、F. J. Evans、J. W. Gates Jr.

  DOI：10.1139/v66-081

  日期：1966.3.1

  The reaction of thiols with 2,3-epoxides of bicyclo, conjugated 1,4-diketones was found to proceed readily to give the dehydrated thio-substituted enediones or their enolized isomers, depending upon the reaction conditions and the bicyclic bridging of the starting materials. In no case was a mixture of these isomers observed. Enediones generally resulted from these reactions with and without triethylamine catalysis, whereas the use of an equimolar amount of triethylamine generally gave hydroquinones. The ease of rearrangement of enedione to hydroquinone followed the order: 2,3-dimethylbutadiene adduct [Formula: see text] reduced cyclopentadiene adduct > cyclopentadiene adduct = 1,3-cyclohexadiene adduct.

  硫醇与双环共轭1,4-二酮的2,3-环氧化物反应被发现可以容易地进行，产生去水硫基取代的烯二酮或其烯醇异构体，这取决于反应条件和起始材料的双环桥接。在任何情况下都没有观察到这些异构体的混合物。这些反应通常在三乙胺催化下或不催化下产生烯二酮，而使用等摩尔量的三乙胺通常会产生氢醌。烯二酮向氢醌的重排易程度遵循以下顺序：2,3-二甲基丁二烯加合物[公式：见文本]还原环戊二烯加合物 > 环戊二烯加合物 = 1,3-环己二烯加合物。
• Intermediates and improved processes for the preparation of neplanocin A
  申请人：Chisso Corporation

  公开号：US06265209B1

  公开（公告）日：2001-07-24

  Intermediate compounds, including 2-(t-butyldimethylsilyloxymethyl)-3,4-[(dimethylmethylene)dioxy]-5-hydroxy-tricyclo[5.2.1.02,6]dec-8-ene, which are useful for the synthesis of neplanocin A having strong antitumor activity. Improved processes for the preparation of neplanocin A, starting from optically active 2-hydroxymethyl-5-hydroxy-tricyclo[5.2.1.02,6]deca-3,8-diene and via a key step comprising a retro-Diels-Alder reaction of the above intermediate.

  中间化合物，包括2-(叔丁基二甲基硅氧基甲基)-3,4-[(二甲基亚甲基)二氧基]-5-羟基-三环[5.2.1.0²,⁶]癸-8-烯，用于合成具有强抗肿瘤活性的新普诺辛A。改进的制备新普诺辛A的过程，从手性2-羟甲基-5-羟基-三环[5.2.1.0²,⁶]癸-3,8-二烯开始，并通过一个关键步骤，包括上述中间体的反-迪尔斯-阿尔德反应。
• Optical unit using plastic lenses
  申请人：Suzuki Fumiyuki

  公开号：US20060046065A1

  公开（公告）日：2006-03-02

  The present invention provides an optical unit for high-resolution applications all lenses in which are made of plastics. The optical unit includes lens ( 1 ) and ( 2 ). The lens ( 1 ) is a plastic lens having an Abbe number of 45-60. The lens ( 2 ) is a lens injection molded from a polycarbonate material comprising a structure derived from spirobiindan and having a glass transition temperature of 120-150° C.

  本发明提供了一种用于高分辨率应用的光学装置，其所有透镜均由塑料制成。光学单元包括透镜 ( 1 )和( 2 ).透镜 ( 1 ) 是一个阿贝数为 45-60 的塑料透镜。透镜 ( 2 )是由聚碳酸酯材料注塑而成的镜片，这种材料的结构来源于螺纹茚满，玻璃化温度为 120-150 摄氏度。
• BOBROV, A. I.;LYSENKO, N. L.;ZACHINYAEV, YA. V.;ANTSIFEROVA, N. E., IZV. VUZOV. XIMIYA I XIM. TEXNOL., 33,(1990) N0, S. 15-18
  作者：BOBROV, A. I.、LYSENKO, N. L.、ZACHINYAEV, YA. V.、ANTSIFEROVA, N. E.

  DOI：——

  日期：——
• HIRAO KEN-ICHI; YAMASHITA ASAMI; ANDO AKIRA; IIJIMA HIDEO; YAMAMOTO TOHRU+, J. CHEM. RES. SYNOP., 1987, N 5, 162-163
  作者：HIRAO KEN-ICHI、 YAMASHITA ASAMI、 ANDO AKIRA、 IIJIMA HIDEO、 YAMAMOTO TOHRU+

  DOI：——

  日期：——