2-<2-(t-Butyldimethylsilyloxy)ethyl>benzenemethanol | 81168-16-3

• 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: 2-<2-(t-Butyldimethylsilyloxy)ethyl>benzenemethanol
• 英文别名: 2-Hydroxymethylphenethyl t-butyldimethylsilyl ether；o-(t-Butyldimethylsilyloxyethyl)phenylmethanol；[2-[2-[tert-butyl(dimethyl)silyl]oxyethyl]phenyl]methanol
• CAS: 81168-16-3
• 化学式: C₁₅H₂₆O₂Si
• 分子量: 266.456
• InChiKey: LIWXUMXAGNCABJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-<2-(t-Butyldimethylsilyloxy)ethyl>benzenemethanol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到2-(2-((tert-butyldimethylsilyl)oxy)ethyl)benzaldehyde
  参考文献：
  名称：

  Anderson, Wayne K.; Kinder, Frederick R., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 4, p. 975 - 979

  摘要：

  DOI：
• 作为产物：
  描述：

  邻羧基苯乙酸 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 2-<2-(t-Butyldimethylsilyloxy)ethyl>benzenemethanol
  参考文献：
  名称：

  Anderson, Wayne K.; Kinder, Frederick R., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 4, p. 975 - 979

  摘要：

  DOI：

文献信息

• Application of the Intramolecular Yamamoto Vinylogous Aldol Reaction to the Synthesis of Macrolides
  作者：Joseph A. Abramite、Tarek Sammakia

  DOI：10.1021/ol0704901

  日期：2007.5.1

  An intramolecular version of the Yamamoto vinylogous aldol reaction, a method that employs the bulky Lewis acid ATPH to control the site of aldolization, is described. This macrocyclization process is effective for the construction of 10-, 12-, and 14-membered macrolides. The yields are high (70-90%), and the reaction can proceed with excellent remote stereocontrol (dr > or = 20:1) with chiral substrates

  描述了分子内版本的山本乙烯基醇醛缩醛反应，该方法利用大的路易斯酸ATPH来控制醛醇缩合的位点。该大环化过程对于构建10元，12元和14元大环内酯类是有效的。产率高（70-90％），并且反应可以在具有手性底物的优异的远程立体控制（dr＞或＝ 20∶1）下进行。
• Composition and process
  申请人：The Upjohn Company

  公开号：US04420632A1

  公开（公告）日：1983-12-13

  The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet antiaggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.

  本规范提供了新型的卡巴环素(CBA.sub.2)和6a-卡巴-前列环素(6a-carba-PGI.sub.2)的类似物，其具有明显的前列环素样药理活性，例如作为血小板抗聚集剂。具体而言，CBA.sub.2的新型化学类似物是由氟(C-5)、烷基(C-9)、间苯基(C-5)和甲基(C-6a,9)取代的化合物。此外，还提供了CBA.sub.2的苯并二烯类似物和其取代形式，即9-去氧-2',9-甲基(或2',9-亚甲基)-3-氧-4,5,6-三脱-3,7-(1',3'-间苯基)-PGF.sub.1化合物。还提供了各种新型化学中间体，例如取代的双环[3.3.0]辛烷中间体，以及利用这些中间体的化学过程，其在制备新型CBA.sub.2类似物方面非常有用。
• Inter-phenylene CBA compounds
  申请人：The Upjohn Company

  公开号：US04306076A1

  公开（公告）日：1981-12-15

  The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet anti-aggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.

  本规范提供了新型的卡巴环素(CBA.sub.2)、6a-卡巴-前列环素(6a-carba-PGI.sub.2)的类似物，具有明显的前列环素样药理活性，例如作为血小板抗聚集剂。具体而言，CBA.sub.2的新型化学类似物是那些被氟(C-5)、烷基(C-9)、间苯撑(C-5)和甲基环戊(C-6a,9)取代的类似物。还提供了CBA.sub.2的苯并二烯类似物和其取代形式，即9-去氧-2',9-甲基环戊(或2',9-甲烯)-3-氧杂-4,5,6-三去甲基-3,7-(1',3'-间苯撑)-PGF.sub.1化合物。此外，还提供了各种新型化学中间体，例如取代的双环[3.3.0]辛烷中间体，以及利用这些中间体的化学过程，这些中间体在制备新型CBA.sub.2类似物方面是有用的。
• Methano carbacyclin analogs
  申请人：The Upjohn Company

  公开号：US04349689A1

  公开（公告）日：1982-09-14

  The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet anti-aggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.

  本规范提供了新型的卡巴环素(CBA.sub.2)、6a-卡巴前列环素(6a-carba-PGI.sub.2)的类似物，具有明显的前列环素样药理活性，例如作为血小板抗聚集剂。具体而言，CBA.sub.2的新型化学类似物是通过氟(C-5)、烷基(C-9)、间苯撑基(C-5)和甲基(C-6a,9)取代的。此外，还提供了CBA.sub.2的苯并二烯类似物及其取代形式，即9-去氧-2',9-甲基(或2',9-亚甲基)-3-氧杂-4,5,6-三脱-3,7-(1',3'-间苯撑基)-PGF.sub.1化合物。此外，还提供了各种新型化学中间体，例如取代的双环[3.3.0]辛烷中间体，以及利用这些中间体的化学过程，这些中间体在制备新型CBA.sub.2类似物方面非常有用。
• ANDERSON, WAYNE K.;KINDER, FREDERICK R. (JR), J. HETEROCYCL. CHEM., 27,(1990) N, C. 975-979
  作者：ANDERSON, WAYNE K.、KINDER, FREDERICK R. (JR)

  DOI：——

  日期：——