6-Methoxy-1-oxaspiro[2.5]octa-5,7-dien-4-one | 150177-94-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯酯类
• 英文名称: 6-Methoxy-1-oxaspiro[2.5]octa-5,7-dien-4-one
• CAS: 150177-94-9
• 化学式: C₈H₈O₃
• 分子量: 152.15
• InChiKey: WCCBEORWOHGANP-UHFFFAOYSA-N

物化性质

• 沸点：
  326.4±42.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Methoxy-1-oxaspiro[2.5]octa-5,7-dien-4-one 在 potassium diazodicarboxylate 、 溶剂黄146 作用下， 以 乙二醇二甲醚 为溶剂， 反应 24.0h， 以77%的产率得到6-methoxy-1-oxa-spiro[2.5]oct-5-en-4-one
  参考文献：
  名称：

  (.+-.)-卵磷脂的全合成

  摘要：

  合成这些 de l'ovalicine a partir de l'hydroxymethyl-2 methoxy-5phenol et de l'iodo-2methyl-6heptadiene-2,5

  DOI：

  10.1021/ja00287a049
• 作为产物：
  描述：

  4-甲氧基水杨酸甲酯 在 sodium periodate 、 红铝 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 生成 6-Methoxy-1-oxaspiro[2.5]octa-5,7-dien-4-one
  参考文献：
  名称：

  (.+-.)-卵磷脂的全合成

  摘要：

  合成这些 de l'ovalicine a partir de l'hydroxymethyl-2 methoxy-5phenol et de l'iodo-2methyl-6heptadiene-2,5

  DOI：

  10.1021/ja00287a049

文献信息

• The reaction of spiroepoxycyclohexadienones towards cyanide nucleophiles
  作者：Rubén Córdoba、Aurelio G Csákÿ、Joaquı́n Plumet、Fernando López Ortiz、Rafael Herrera、Hugo A Jiménez-Vázquez、Joaquı́n Tamariz

  DOI：10.1016/j.tet.2004.03.007

  日期：2004.4

  The reaction of spiroepoxycyclohexadienones 1 with TMSCN in the presence of catalytic amounts of Bu4NCN results in the formation of two diastereomeric cyanohydrins. Alternatively, the reaction of 1 with equimolecular amounts of Bu4NCN gave rise to products arising from two other different reaction paths.

  在催化量的Bu 4 NCN存在下，螺环氧基环己二酮1与TMSCN的反应导致形成两个非对映体氰醇。可选择地，1与等分子量的Bu 4 NCN的反应产生了来自另外两个不同反应路径的产物。
• Diels-Alder reaction of cyclopentadiene and spiroepoxy-2,4-cyclohexadienones
  作者：J.-P. Gesson、L. Hervaud、M. Mondon

  DOI：10.1016/s0040-4039(00)60487-2

  日期：1993.4

  Diels-Alder reaction of cyclopentadiene with spiroepoxycyclohexadienones obtained by Alder oxidation of salicyl alcohols affords mainly endo-endo adducts. Cope rearrangement of normal-electron-demand adducts and endo-endo inverse-electron-demand addition of 2a with ethylvinyl ether are also shown.

  环戊二烯与通过水杨醇的Alder氧化获得的螺环氧基环己二烯的Diels-Alder反应主要得到内-内加合物。还显示了正电子需求加合物的应对重排以及内含逆向电子需求的2a与乙基乙烯基醚的加成反应。
• Antiangiogenic versus cytotoxic activity in analogues of aeroplysinin-1
  作者：Rubén Córdoba、Nélida Salvador Tormo、Antonio Fernández Medarde、Joaquín Plumet

  DOI：10.1016/j.bmc.2007.05.011

  日期：2007.8

  A series of analogues of the potentially angiogenic inhibitor aeroplysinin-l 1 were synthesized and their in vitro antiangiogenic and cytotoxic activities evaluated. In the case of epoxy ketone 6 and azlactone 36 the relationship sprouting inhibition assayl cytotoxicity in BAE cells was enhanced by one order and two orders of magnitude, respectively, with respect to the reference. These results imply more specific antiangiogenic properties for the synthesized derivatives. (c) 2007 Elsevier Ltd. All rights reserved.
• Small molecule immunopotentiators and assays for their detection
  申请人：Valiante Nicholas

  公开号：US20110104186A1

  公开（公告）日：2011-05-05

  The invention provides immunostimulatory compositions comprising a small molecule immuno-potentiator (SMIP) compound and methods of administration thereof. Also provided are methods of administering a SMIP compound in an effective amount to enhance the immune response of a subject to an antigen. Further provided are novel compositions and methods of administering SMIP compounds alone or in combination with another agent for the treatment of cancer, infectious diseases and/or allergies/asthma. In a further aspect, the invention relates generally to methods of screening for small molecule immuno-modulatory compositions.
• Total synthesis of (.+-.)-ovalicin
  作者：Elias J. Corey、James P. Dittami

  DOI：10.1021/ja00287a049

  日期：1985.1

  Synthese de l'ovalicine a partir de l'hydroxymethyl-2 methoxy-5phenol et de l'iodo-2methyl-6heptadiene-2,5

  合成这些 de l'ovalicine a partir de l'hydroxymethyl-2 methoxy-5phenol et de l'iodo-2methyl-6heptadiene-2,5