11,23-Dibromo-5,11,17,23-tetratert-butyl-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,12,15(26),16,18,21-decaene-25,27-dione | 1103501-35-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 11,23-Dibromo-5,11,17,23-tetratert-butyl-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,12,15(26),16,18,21-decaene-25,27-dione
• 英文别名: 11,23-dibromo-5,11,17,23-tetratert-butyl-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,12,15(26),16,18,21-decaene-25,27-dione
• CAS: 1103501-35-4；1103500-64-6；1103501-36-5
• 化学式: C₅₀H₆₆Br₂O₄
• 分子量: 890.88
• InChiKey: WCIGKNTWIDQTFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  56
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  11,23-Dibromo-5,11,17,23-tetratert-butyl-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,12,15(26),16,18,21-decaene-25,27-dione 在 silver perchlorate 、 三氟乙酸 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 methyl (2S)-2-amino-3-[[17-[(2S)-2-amino-3-methoxy-3-oxopropoxy]-11,23-ditert-butyl-26,28-dihydroxy-25,27-dipropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]propanoate
  参考文献：
  名称：

  Introduction of Glyco, Peptido, Carboxy, and Alkyno Substituents at the Calixarene Exo Rim via the p-Bromodienone Route

  摘要：

  The conceptually novel "p-bromodienone route", which allows the direct introduction of nucleophiles at the calixarene exo rim, has been extended to anionic C-nucleophiles (acetylides) to give chiral meta-substituted alkynocalix[4]arenes and to appropriate O-nucleophiles to obtain para-substituted glyco, peptido, and carboxy derivatives.

  DOI：

  10.1021/jo300107g
• 作为产物：
  描述：

  25,27-dipropoxy-26,28-dihydroxy-p-t-butylcalix[4]arene 在 phenyltrimethylammonium tribromide 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 生成 11,23-Dibromo-5,11,17,23-tetratert-butyl-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,12,15(26),16,18,21-decaene-25,27-dione
  参考文献：
  名称：

  Introduction of Glyco, Peptido, Carboxy, and Alkyno Substituents at the Calixarene Exo Rim via the p-Bromodienone Route

  摘要：

  The conceptually novel "p-bromodienone route", which allows the direct introduction of nucleophiles at the calixarene exo rim, has been extended to anionic C-nucleophiles (acetylides) to give chiral meta-substituted alkynocalix[4]arenes and to appropriate O-nucleophiles to obtain para-substituted glyco, peptido, and carboxy derivatives.

  DOI：

  10.1021/jo300107g

文献信息

• The <i>p</i>-Bromodienone Route to Nucleophilic Functionalization of Calixarene <i>Exo</i> Rim
  作者：Francesco Troisi、Teresa Pierro、Carmine Gaeta、Placido Neri

  DOI：10.1021/ol8027708

  日期：2009.2.5

  Easily accessible calixarene p-bromodienone derivatives undergo a silver-mediated nucleophilic substitution and a subsequent rearomatization with a range of different O-nucleophiles (alcohols and carboxylates) to give p-alkoxy- or p-acyloxycalixarenes in workable yields. This approach can be considered a general “p-bromodienone route” to functionalize calixarene exo rim with nucleophiles.

  容易获得的杯芳烃对-溴代双烯酮衍生物经过银介导的亲核取代，随后用一系列不同的O-亲核体（醇和羧酸酯）进行重新麦芽糖化，以可行的产率得到对-烷氧基-或对-酰氧基杯芳烃。这种方法可以被认为是一般的“ p -bromodienone路线”功能化杯芳烃外与亲核边缘。
• Introduction of Glyco, Peptido, Carboxy, and Alkyno Substituents at the Calixarene <i>Exo</i> Rim via the <i>p</i>-Bromodienone Route
  作者：Carmine Gaeta、Francesco Troisi、Carmen Talotta、Teresa Pierro、Placido Neri

  DOI：10.1021/jo300107g

  日期：2012.4.6

  The conceptually novel "p-bromodienone route", which allows the direct introduction of nucleophiles at the calixarene exo rim, has been extended to anionic C-nucleophiles (acetylides) to give chiral meta-substituted alkynocalix[4]arenes and to appropriate O-nucleophiles to obtain para-substituted glyco, peptido, and carboxy derivatives.