methyl (2S)-3-[[11,23-ditert-butyl-26,28-dihydroxy-17-[(2S)-3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropoxy]-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]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate | 1369968-83-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (2S)-3-[[11,23-ditert-butyl-26,28-dihydroxy-17-[(2S)-3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropoxy]-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]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 1369968-83-1
• 化学式: C₆₀H₈₂N₂O₁₄
• 分子量: 1055.32
• InChiKey: GKWGLLAJDJOOID-CRKOEVGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  76
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  207
• 氢给体数：
  4
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  methyl (2S)-3-[[11,23-ditert-butyl-26,28-dihydroxy-17-[(2S)-3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropoxy]-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]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以80%的产率得到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 silver perchlorate 、 phenyltrimethylammonium tribromide 、 碳酸氢钠 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 methyl (2S)-3-[[11,23-ditert-butyl-26,28-dihydroxy-17-[(2S)-3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropoxy]-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]-2-[(2-methylpropan-2-yl)oxycarbonylamino]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

文献信息

• 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.