methyl 3-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)thiophene-2-carboxylate | 199529-72-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: methyl 3-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)thiophene-2-carboxylate
• 英文别名: Methyl 3-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)thiophene-2-carboxylate
• CAS: 199529-72-1
• 化学式: C₂₁H₂₆O₂S
• 分子量: 342.502
• InChiKey: DZKKTHGIYAECPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)thiophene-2-carboxylate 在 四(三苯基膦)钯 氢氧化钾 、 lithium aluminium tetrahydride 、 potassium tert-butylate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[(E)-2-[3-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)thiophen-2-yl]ethenyl]cyclopentene-1-carboxylic acid
  参考文献：
  名称：

  A Novel Synthesis of 9,13-dicis Double Bonds Locked Retinoids

  摘要：

  Synthesis of two retinoids in which the 9,13-dicis double bonds were locked in cycloalkene or thiophene was described. The key step was carbonylation of vinyl bromide 9 and 16 with carbon monoxide in the presence of Pd(PPh3)(4). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10246-5
• 作为产物：
  描述：

  2,5-二氯-2,5-二甲基己烷 在 盐酸 、 四(三苯基膦)钯 、 三氯化铝 、 硼酸三异丙酯 、 叔丁基锂 、 碳酸氢钠 作用下， 生成 methyl 3-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)thiophene-2-carboxylate
  参考文献：
  名称：

  A Novel Synthesis of 9,13-dicis Double Bonds Locked Retinoids

  摘要：

  Synthesis of two retinoids in which the 9,13-dicis double bonds were locked in cycloalkene or thiophene was described. The key step was carbonylation of vinyl bromide 9 and 16 with carbon monoxide in the presence of Pd(PPh3)(4). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10246-5

文献信息

• Restricted 9-cis retinoids
  申请人：American Cyanamid Company

  公开号：US05968908A1

  公开（公告）日：1999-10-19

  The invention is novel analogs of 9-cis-retinoic acid which are useful for the treatment and prevention of coronary artery disease and to protect against premature atherosclerosis by increasing HDL levels. The invention includes processes for preparing the novel 9-cis-retinoic acid analogs.

  这项发明是关于9-顺式视黄酸的新型类似物，可用于治疗和预防冠状动脉疾病，并通过增加高密度脂蛋白水平来保护免受早发动脉粥样硬化的影响。该发明包括制备这些新型9-顺式视黄酸类似物的方法。
• Restricted 9-cis-retinoids
  申请人：American Cyanamid Company

  公开号：EP0718285A2

  公开（公告）日：1996-06-26

  The invention is novel analogs of 9-cis-retinoic acid which are useful for the treatment and prevention of coronary artery disease and to protect against premature atherosclerosis by increasing HDL levels. The invention includes processes for preparing the novel 9-cis-retinoic acid analogs.

  本发明是新型 9-顺式维甲酸类似物，可用于治疗和预防冠状动脉疾病，并通过提高高密度脂蛋白水平防止动脉粥样硬化过早发生。本发明包括制备新型 9-顺式维甲酸类似物的工艺。
• Restricted 9-cis retenoids
  申请人：American Cyanamid Company

  公开号：EP0997455A1

  公开（公告）日：2000-05-03

  The invention is novel analogs of 9-cis-retinoic acid which are useful for the treatment and prevention of coronary artery disease and to protect against premature atherosclerosis by increasing HDL levels. The invention includes processes for preparing the novel 9-cis-retinoic acid analogs.

  本发明是新型 9-顺式维甲酸类似物，可用于治疗和预防冠状动脉疾病，并通过提高高密度脂蛋白水平防止动脉粥样硬化过早发生。本发明包括制备新型 9-顺式维甲酸类似物的工艺。
• US5968908A
  申请人：——

  公开号：US5968908A

  公开（公告）日：1999-10-19
• A Novel Synthesis of 9,13-dicis Double Bonds Locked Retinoids
  作者：Feng-Ling Qing、Xiang-Jun Yue

  DOI：10.1016/s0040-4039(97)10246-5

  日期：1997.11

  Synthesis of two retinoids in which the 9,13-dicis double bonds were locked in cycloalkene or thiophene was described. The key step was carbonylation of vinyl bromide 9 and 16 with carbon monoxide in the presence of Pd(PPh3)(4). (C) 1997 Elsevier Science Ltd.