2-Hydroxy-3-[(4-methylphenyl)thio]-2-cyclohexenone | 138915-71-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-Hydroxy-3-[(4-methylphenyl)thio]-2-cyclohexenone
• 英文别名: 2-hydroxy-3-(4-methylphenyl)sulfanylcyclohex-2-en-1-one
• CAS: 138915-71-6
• 化学式: C₁₃H₁₄O₂S
• 分子量: 234.319
• InChiKey: QUIUCOYAJNITFI-UHFFFAOYSA-N

物化性质

• 沸点：
  383.5±42.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-3-[(4-methylphenyl)thio]-2-cyclohexenone 在 咪唑 、 正丁基锂 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Conjugate addition-aldol approach to the simple bicyclic-diynene core structure found in the esperamicins and calicheamicins

  摘要：

  The stable 12-beta-hydroxybicyclo[7.1.0] diynene core 15 has been prepared stereospecifically. The key step consists of conjugate addition of dimethylaluminum benzenethiolate to enone aldehyde 12 followed by an in situ titanium isopropoxide assisted aldol cyclization to produce alcohol 13 as a single isomer.

  DOI：

  10.1016/s0040-4039(00)91637-x
• 作为产物：
  描述：

  4-甲基苯硫代磺酸 S-(4-甲基苯基)酯 、 1,2-环己二酮 以 四氢呋喃 为溶剂， 以75%的产率得到2-Hydroxy-3-[(4-methylphenyl)thio]-2-cyclohexenone
  参考文献：
  名称：

  Conjugate addition-aldol approach to the simple bicyclic-diynene core structure found in the esperamicins and calicheamicins

  摘要：

  The stable 12-beta-hydroxybicyclo[7.1.0] diynene core 15 has been prepared stereospecifically. The key step consists of conjugate addition of dimethylaluminum benzenethiolate to enone aldehyde 12 followed by an in situ titanium isopropoxide assisted aldol cyclization to produce alcohol 13 as a single isomer.

  DOI：

  10.1016/s0040-4039(00)91637-x

文献信息

• Cytotoxic bicyclo [7.3.1.]tridec-4-ene-2,6-diyne compounds and process
  申请人：Bristol-Myers Squibb Company

  公开号：US05318989A1

  公开（公告）日：1994-06-07

  The present invention relates to a novel and efficient process for the preparation of 8-hydroxybicyclo[7.3.1]tridec-4-ene-2,6-diyne ring system which is part of the aglycone of esperemicin and to novel cytotoxic antitumor agents having said bicyclic ring system. The present invention also provides a method for treating mammalian malignant tumors by administering to an animal in need of such treatment an antitumor effective amount of a compound of the present invention.

  本发明涉及一种新的高效制备esperemicin中的8-羟基双环[7.3.1]十三烯-4-炔-2,6-二炔环系统的方法，并提供了具有该双环环系统的新型细胞毒性抗肿瘤药物。本发明还提供了一种通过向需要该治疗的动物施用本发明化合物的抗肿瘤有效量来治疗哺乳动物恶性肿瘤的方法。
• Cytotoxic bicyclo[7.3.1] tridec-4-ene-2,6-diyne compounds and process for the preparation thereof
  申请人：Bristol-Myers Squibb Company

  公开号：EP0454146A1

  公开（公告）日：1991-10-30

  The present invention relates to a novel and efficient process for the preparation of 8-hydroxy-bicyclo[7.3.1]-tridec-4-ene-2,6-diyne ring system which is part of the aglycone of esperemicin and to novel cytotoxic agents having said bicyclic ring system. The present invention also provides a method for treating animal malignant tumors by administering to an animal in need of such treatment an antitumor effective amount of a compound having the formula

  本发明涉及一种制备 8-羟基-双环[7.3.1]-十三烷-4-烯-2,6-二炔环系统的新型高效工艺，该环系是依斯瑞米星(esperemicin)苷元的一部分，本发明还涉及具有所述双环系统的新型细胞毒剂。本发明还提供了一种治疗动物恶性肿瘤的方法，即向需要治疗的动物施用抗肿瘤有效量的具有式
• Cytotoxic bicyclo (7.3.1)-tridec-4-ene-2,6-diyne compounds and process for the preparation thereof
  申请人：Bristol-Myers Squibb Company

  公开号：EP0538898A2

  公开（公告）日：1993-04-28

  The present invention relates to a novel and efficient process for the preparation of 8-hydroxy-bicycloÄ7.3.1Ütridec-4-ene-2,6-diyne ring system which is part of the aglycone of esperemicin and to novel cytotoxic antitumor agents having said bicyclic ring system. The present invention also provides a method for treating mammalian malignant tumors by administering to an animal in need of such treatment an antitumor effective amount of a compound of the present invention.

  本发明涉及一种制备8-羟基-双环Ä7.3.1Ütridec-4-烯-2,6-二炔环系统的新颖而有效的工艺，该环系统是依斯瑞米星(esperemicin)苷元的一部分，本发明还涉及具有所述双环系统的新型细胞毒性抗肿瘤药物。本发明还提供了一种治疗哺乳动物恶性肿瘤的方法，即向需要治疗的动物施用抗肿瘤有效量的本发明化合物。
• US5318989A
  申请人：——

  公开号：US5318989A

  公开（公告）日：1994-06-07