5,5'-bis[2-(ethoxycarbonyl)ethyl]-2,2'-dimethoxydiphenyl | 70094-74-5

• 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: 5,5'-bis[2-(ethoxycarbonyl)ethyl]-2,2'-dimethoxydiphenyl
• 英文别名: 2,2'-dimethoxy-5,5'-bis(2-ethoxycarbonylethyl) biphenyl；ethyl 3-[3-[5-(3-ethoxy-3-oxopropyl)-2-methoxyphenyl]-4-methoxyphenyl]propanoate
• CAS: 70094-74-5
• 化学式: C₂₄H₃₀O₆
• 分子量: 414.499
• InChiKey: MRWKTKFFOCGNMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,5'-bis[2-(ethoxycarbonyl)ethyl]-2,2'-dimethoxydiphenyl 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 9.0h， 生成 5,5'-bis[3-p-toluenesulfonyloxy(propyl)]-2,2'-dimethoxydiphenyl
  参考文献：
  名称：

  Isolation of Macrocyclic Metacyclophanes From the Attempted Synthesis of [7.0]Metacyclophanes of the Myricanone Series by Thorpe-Ziegler - Intramolecular Cyclization of Diaryls Substituted by ω-Cyanoalkyl Chains

  摘要：

  The syntheses of the diaryls 14 and 21, substituted by two omega-cyanoalkyl chains (one on each ring), are described. Treatment of the unsymmetrical diaryl 14 with NaN(Me)Ph in a Thorpe-Ziegler reaction failed to give any definite product. Under the same conditions the symmetrical diaryl 21 led to an isomeric mixture of dimeric enaminonitriles 24. Mild acidic hydrolysis of the latter yielded the isomeric beta-ketonitriles 25, whereas more drastic hydrolytic conditions led to the macrocyclic diketone 26.

  DOI：

  10.1002/(sici)1099-0690(200004)2000:8<1527::aid-ejoc1527>3.0.co;2-g
• 作为产物：
  描述：

  2,2'-dimethoxydiphenyl-5,5'-bicarbaldehyde 在 氢气 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 45.0~85.0 ℃ 、400.01 kPa 条件下， 反应 10.0h， 生成 5,5'-bis[2-(ethoxycarbonyl)ethyl]-2,2'-dimethoxydiphenyl
  参考文献：
  名称：

  Isolation of Macrocyclic Metacyclophanes From the Attempted Synthesis of [7.0]Metacyclophanes of the Myricanone Series by Thorpe-Ziegler - Intramolecular Cyclization of Diaryls Substituted by ω-Cyanoalkyl Chains

  摘要：

  The syntheses of the diaryls 14 and 21, substituted by two omega-cyanoalkyl chains (one on each ring), are described. Treatment of the unsymmetrical diaryl 14 with NaN(Me)Ph in a Thorpe-Ziegler reaction failed to give any definite product. Under the same conditions the symmetrical diaryl 21 led to an isomeric mixture of dimeric enaminonitriles 24. Mild acidic hydrolysis of the latter yielded the isomeric beta-ketonitriles 25, whereas more drastic hydrolytic conditions led to the macrocyclic diketone 26.

  DOI：

  10.1002/(sici)1099-0690(200004)2000:8<1527::aid-ejoc1527>3.0.co;2-g

文献信息

• Aldose reductase inhibitor
  申请人：Toyo Jozo Kabushiki Kaisha

  公开号：US05155259A1

  公开（公告）日：1992-10-13

  An aldose reductase inhibitor, comprising a compound of the formula (I) ##STR1## or a pharmaceutically acceptable salt thereof as the effective component, in which R is lower alkyl or cyclohexylmethyl and n is 2 or 3. The compounds of formula (I) and salts thereof according to the invention exhibit a superior aldose reductase inhibiting activity with simultaneous high stability, so that they are useful for the prevention and therapy of diabetic complications.

  一种醛还原酶抑制剂，包括公式(I)的化合物或其药学上可接受的盐作为有效成分，其中R是较低的烷基或环己基甲基，n为2或3。根据本发明，公式(I)的化合物及其盐表现出优越的醛还原酶抑制活性和高稳定性，因此它们可用于预防和治疗糖尿病并发症。
• Hard acid and soft nucleophile systems. 3. Dealkylation of esters with aluminum halide-thiol and aluminum halide-sulfide systems
  作者：Manabu Node、Kiyoharu Nishide、Midori Sai、Kaoru Fuji、Eiichi Fujita

  DOI：10.1021/jo00323a004

  日期：1981.5
• Hard acid and soft nucleophile system. 2. Demethylation of methyl ethers of alcohol and phenol with an aluminum halide-thiol system
  作者：Manabu Node、Kiyoharu Nishide、Kaoru Fuji、Eiichi Fujita

  DOI：10.1021/jo01310a003

  日期：1980.10
• US5155259A
  申请人：——

  公开号：US5155259A

  公开（公告）日：1992-10-13
• Isolation of Macrocyclic Metacyclophanes From the Attempted Synthesis of [7.0]Metacyclophanes of the Myricanone Series by Thorpe-Ziegler - Intramolecular Cyclization of Diaryls Substituted by ω-Cyanoalkyl Chains
  作者：Bénédicte Dansou、Christophe Pichon、Robert Dhal、Eric Brown、Stéphane Mille

  DOI：10.1002/(sici)1099-0690(200004)2000:8<1527::aid-ejoc1527>3.0.co;2-g

  日期：2000.4

  The syntheses of the diaryls 14 and 21, substituted by two omega-cyanoalkyl chains (one on each ring), are described. Treatment of the unsymmetrical diaryl 14 with NaN(Me)Ph in a Thorpe-Ziegler reaction failed to give any definite product. Under the same conditions the symmetrical diaryl 21 led to an isomeric mixture of dimeric enaminonitriles 24. Mild acidic hydrolysis of the latter yielded the isomeric beta-ketonitriles 25, whereas more drastic hydrolytic conditions led to the macrocyclic diketone 26.