1-(Phenylsulfonyl)indole-3-carbaldehyde dimethyl acetal | 123694-63-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(Phenylsulfonyl)indole-3-carbaldehyde dimethyl acetal
• 英文别名: 1-phenylsulfonyl-3-dimethoxymethylindole；1-(benzenesulfonyl)-3-(dimethoxymethyl)indole
• CAS: 123694-63-3
• 化学式: C₁₇H₁₇NO₄S
• 分子量: 331.392
• InChiKey: DAIHUVOQEVDCEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  65.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(Phenylsulfonyl)indole-3-carbaldehyde dimethyl acetal 在 盐酸 、 正丁基锂 、 四甲基乙二胺 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 苯 为溶剂， 反应 14.5h， 生成 3-phenyl-4-(phenylsulfonyl)-4H-furo<3,4-b>indole
  参考文献：
  名称：

  An Efficient Synthesis of Heterocyclic Analogs of 1-Arylnaphthalene Lignans

  摘要：

  The heterocyclic analogs 5a-f, 16, and 20 of 1-arylnaphthalene lignans were synthesized by Diels-Alder reactions of acetoxy aldehydes 11a-f, 14, and 18 with dimethyl acetylenedicarboxylate. A pathway for formation of 5a-f, 16, and 20 through the intermediacy of heteroaromatic isobenzofurans derived from acetoxy aldehydes is discussed.

  DOI：

  10.1021/jo00103a029
• 作为产物：
  描述：

  1-(苯磺酰)-3-吲哚甲醛 、 原甲酸三甲酯 在 氢气 作用下， 以87%的产率得到1-(Phenylsulfonyl)indole-3-carbaldehyde dimethyl acetal
  参考文献：
  名称：

  An Efficient Synthesis of Heterocyclic Analogs of 1-Arylnaphthalene Lignans

  摘要：

  The heterocyclic analogs 5a-f, 16, and 20 of 1-arylnaphthalene lignans were synthesized by Diels-Alder reactions of acetoxy aldehydes 11a-f, 14, and 18 with dimethyl acetylenedicarboxylate. A pathway for formation of 5a-f, 16, and 20 through the intermediacy of heteroaromatic isobenzofurans derived from acetoxy aldehydes is discussed.

  DOI：

  10.1021/jo00103a029

文献信息

• Phenyl benzothiophene hypolipidemic derivatives
  申请人：Tanabe Seiyaku Company, Ltd.

  公开号：US04952602A1

  公开（公告）日：1990-08-28

  Biphenyl derivative of the formula: ##STR1## wherein R.sup.1 is hydrogen atom or a lower alkoxycarbonyl group and R.sup.2 is a lower alkoxycarbonyl group, or R.sup.1 and R.sup.2 are combined together to form a group of the formula: each of R.sup.3 and R.sup.4 is a lower alkoxy group; and Ring A is a substituted or unsubstituted sulfur-containing or nitrogen-containing heterocyclic ring, with the claims being drawn to Ring A as thiophene and a pharmaceutically acceptable salt thereof are disclosed. Said biphenyl derivative (I) and its salt have excellent hypolipidemic activity and are useful for treatment or prophylaxis of hyperlipidemia and/or arterioscelerosis.

  化合物的化学式为：##STR1##其中R.sup.1是氢原子或低级烷氧羰基基团，R.sup.2是低级烷氧羰基基团，或R.sup.1和R.sup.2结合形成一个式子的基团：其中每个R.sup.3和R.sup.4是低级烷氧基基团；环A是取代或未取代的含硫或含氮杂环，其权利要求涉及环A为噻吩及其药学上可接受的盐。所述的双苯衍生物(I)及其盐具有出色的降脂作用，并可用于治疗或预防高脂血症和/或动脉硬化。
• Biphenyl derivatives, preparation method, pharmaceutical compositions comprising them and use
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：EP0316939A2

  公开（公告）日：1989-05-24

  Biphenyl derivative of the formula: wherein R¹ is hydrogen atom or a lower alkoxycarbonyl group and R² is a lower alkoxycarbonyl group, or R¹ and R² are combined together to form a group of the formula: each of R³ and R⁴ is a lower alkoxy group; and Ring A is a substituted or unsubstituted sulfur-containing or nitrogen-containing heterocyclic ring, and a pharmaceutically acceptable salt thereof are disclosed. Said biphenyl derivative (I) and its salt have excellent hypolipidemic activity and are useful for treatment or prophylaxis of hyperlipidemia and/or arteriosclerosis.

  式中的联苯衍生物 其中 R¹ 是氢原子或低级烷氧羰基，R² 是低级烷氧羰基，或 R¹ 和 R² 结合在一起形成式中的基团： R³ 和 R⁴ 中的每一个都是低级烷氧基；环 A 是取代或未取代的含硫或含氮杂环，本发明公开了其药学上可接受的盐。所述联苯衍生物（I）及其盐具有优异的降脂活性，可用于治疗或预防高脂血症和/或动脉硬化。
• US4952602A
  申请人：——

  公开号：US4952602A

  公开（公告）日：1990-08-28
• An Efficient Synthesis of Heterocyclic Analogs of 1-Arylnaphthalene Lignans
  作者：Tooru Kuroda、Masami Takahashi、Tsuyoshi Ogiku、Hiroshi Ohmizu、Takashi Nishitani、Kazuhiko Kondo、Tameo Iwasaki

  DOI：10.1021/jo00103a029

  日期：1994.12

  The heterocyclic analogs 5a-f, 16, and 20 of 1-arylnaphthalene lignans were synthesized by Diels-Alder reactions of acetoxy aldehydes 11a-f, 14, and 18 with dimethyl acetylenedicarboxylate. A pathway for formation of 5a-f, 16, and 20 through the intermediacy of heteroaromatic isobenzofurans derived from acetoxy aldehydes is discussed.