Methyl (Z)-7-(6-oxo-1-cyclohexenyl)-5-heptenoate | 71098-29-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl (Z)-7-(6-oxo-1-cyclohexenyl)-5-heptenoate
• 英文别名: methyl 7-(6-oxocyclohex-1-enyl) hept-5Z-enoate；methyl 7-(6-oxocyclohex-1-enyl)hept-5Z-enoate；methyl (Z)-7-(6-oxocyclohexen-1-yl)hept-5-enoate
• CAS: 71098-29-8
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: PHKNLVZEDWQDIB-RQOWECAXSA-N

物化性质

• 沸点：
  357.2±42.0 °C(Predicted)
• 密度：
  1.036±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl (Z)-7-((tetrahydro-2H-pyran-2-yl)oxy)hept-5-enoate 在 四溴化碳 、 camphor-10-sulfonic acid 、 三苯基膦 、 sodium iodide 作用下， 以 甲醇 、 丙酮 、 乙腈 为溶剂， 生成 Methyl (Z)-7-(6-oxo-1-cyclohexenyl)-5-heptenoate
  参考文献：
  名称：

  A novel vinyl anion equivalent. An extremely short synthesis of 2-substituted 2-cycloalkenones and prostaglandin key intermediates via destannylselenenylation

  摘要：

  The preparation of a novel vinyl anion equivalent and a new destannylselenenylation procedure are described. The conjugate addition of (tributylstannyl)lithium to 2-(phenylseleno)-2-cycloalkenones, followed by the trapping of the resulting enolates with allylic halides, and subsequent destannylselenenylation gives 2-substituted 2-cycloalkenones in high yields, in a one-pot procedure. The destannylselenenylation can be successfully performed under a variety of conditions: treatments with fluoride, bases, Lewis acids, or silica gel as well as thermal or photochemical treatments are effective. Following the described method, chiral prostaglandin E2 key intermediates were obtained in one pot from chiral 4-[(tert-butyldimethylsilyl)oxy]-2-(phenylseleno)-2-cyclopentenone.

  DOI：

  10.1021/jo00037a035

文献信息

• 5,6-Dihydro analogues of prostaglandin I.sub.2
  申请人：Miles Laboratories, Inc.

  公开号：US04206127A1

  公开（公告）日：1980-06-03

  Derivatives of prostaglandin I.sub.2 characterized by the generic structural formulae, ##STR1## are useful for inhibiting platelet aggregation or gastric acidity in individuals for whom such therapy is indicated. In the preceding structural formulae: B is CH.sub.2 OH or COOT, where T is hydrogen, an alkyl group having from 1-3 carbon atoms or a pharmacologically acceptable cation; X and Y are hydrogen or a hydroxyl group; A is methylene or ethylene; and R is a pentyl, cyclohexyl, bicyclo[3.2.0]-hept-3-yl or 1, 1-dimethylpentyl group.

  前列腺素I.sub.2的衍生物，其通用结构式为##STR1##，对于需要此类治疗的个体，对抑制血小板聚集或胃酸具有用处。在上述结构式中：B为CH.sub.2 OH或COOT，其中T为氢、具有1-3个碳原子的烷基或药理学上可接受的阳离子；X和Y为氢或羟基；A为亚甲基或乙烯基；R为戊基、环己基、双环[3.2.0]-庚-3-基或1,1-二甲基戊基基团。
• Bicycloalkyl derivatives of prostaglandins
  申请人：Miles Laboratories, Inc.

  公开号：US04074063A1

  公开（公告）日：1978-02-14

  Novel bicycloalkyl analogues or derivatives of prostaglandin A, E and F are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties as platelet antiaggregating agents and gastric antisecretory agents. The compounds are also valuable pharmacological agents for increasing femoral blood flow and decreasing blood pressure and heart rate.

  新型双环脂环素A、E和F的类似物或衍生物是平滑肌活性的有用调节剂。这些化合物具有重要的药理特性，可作为血小板抗聚集剂和胃抗分泌剂。这些化合物也是增加股动脉血流和降低血压和心率的有价值的药理剂。
• Intermediates for the preparation of bicycloalkyl derivatives of
  申请人：Miles Laboratories, Inc.

  公开号：US04149017A1

  公开（公告）日：1979-04-10

  Useful intermediates in the preparation of bicycloalkyl analogues or derivatives of prostaglandins are represented by the formula ##STR1## wherein: X is an iodo or bromo radical; A is an acid-labile hydroxyl-protecting group; G is an integer having a value of from 0 to 10; and B is selected for the class of bicycloalkyl radicals of the formula: ##STR2## WHERE M AND P ARE INTEGERS HAVING A VALUE OF FROM 1 TO 4; N IS AN INTEGER HAVING A VALUE OF FROM 0 TO 4 SUCH THAT THE SUM OF M, N AND P IS GREATER THAN OR EQUAL TO 3 AND THE POINT OF ATTACHMENT OF THE ALKYL CHAIN (CH.sub.2).sub.g to the bicycloalkyl radical is in the (CH.sub.2).sub.m bridge or in the bridgehead position.

  该发明提供了一种制备前列腺素的双环烷基类似物或衍生物的有用中间体，其化学式为##STR1## 其中：X是碘或溴基；A是酸敏感的羟基保护基；G是一个整数，其值为0至10；B是选择自式子的双环烷基基团类：##STR2## 其中M和P是整数，其值为1至4；N是一个整数，其值为0至4，使得M、N和P的总和大于或等于3，且烷基链(CH.sub.2).sub.g的连接点与双环烷基基团连接在(CH.sub.2).sub.m桥或桥头位置。
• Bicycloalkyl derivatives of prostaglandins: 11-deoxy-PGE.sub.1 acids and
  申请人：Miles Laboratories, Inc.

  公开号：US04108892A1

  公开（公告）日：1978-08-22

  Novel bicycloalkyl analogues or derivatives of prostaglandin A, E, and F are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties as platelet antiaggregating agents and gastric antisecretory agents. The compounds are also valuable pharmacological agents for increasing femoral blood flow and decreasing blood pressure and heart rate.

  新型的双环脂肪酸类似物或衍生物，如A、E和F前列腺素，是有用的平滑肌活性调节剂。这些化合物具有宝贵的药理学特性，可作为血小板抗聚集剂和胃抗分泌剂。这些化合物也是增加股动脉血流和降低血压和心率的宝贵药理学药剂。
• Bicycloalkyl derivatives of prostaglandins 11-deoxy-PGE.sub.2 acids and
  申请人：Miles Laboratories, Inc.

  公开号：US04115438A1

  公开（公告）日：1978-09-19

  Novel bicycloalkyl analogues or derivatives of prostaglandin A, E and F are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties as platelet antiaggregating agents and gastric antisecretory agents. The compounds are also valuable pharmacological agents for increasing femoral blood flow and decreasing blood pressure and heart rate.

  新型的环二萜类前列腺素A、E和F的衍生物或类似物是平滑肌活性的有用修饰剂。这些化合物具有重要的药理特性，可作为血小板抗聚集剂和胃抗分泌剂。这些化合物还是增加股动脉血流和降低血压和心率的有价值的药理剂。