[(2R,3R,4S,5R,6S)-4,5,6-triacetyloxy-2-[(11,17,23-tritert-butyl-28-hydroxy-25,26,27-tripropoxy-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)oxymethyl]oxan-3-yl] acetate | 1369968-78-4

• 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: [(2R,3R,4S,5R,6S)-4,5,6-triacetyloxy-2-[(11,17,23-tritert-butyl-28-hydroxy-25,26,27-tripropoxy-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)oxymethyl]oxan-3-yl] acetate
• CAS: 1369968-78-4
• 化学式: C₆₃H₈₄O₁₄
• 分子量: 1065.35
• InChiKey: FLFIJLHRVGFBJB-JRTVFDCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  77
• 可旋转键数：
  23
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  172
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6S)-4,5,6-triacetyloxy-2-[(11,17,23-tritert-butyl-28-hydroxy-25,26,27-tripropoxy-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)oxymethyl]oxan-3-yl] acetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.17h， 生成 (2S,3R,4S,5S,6R)-6-[(11,17,23-tritert-butyl-28-hydroxy-25,26,27-tripropoxy-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)oxymethyl]oxane-2,3,4,5-tetrol 、
  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：

  1,2,3,4-四-O-乙酰基-β-D-葡萄吡喃糖 、 23-Bromo-5,11,17,23-tetratert-butyl-26,27,28-tripropoxypentacyclo[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-undecaen-25-one 在 silver perchlorate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 2.0h， 以30%的产率得到[(2R,3R,4S,5R,6S)-4,5,6-triacetyloxy-2-[(11,17,23-tritert-butyl-28-hydroxy-25,26,27-tripropoxy-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)oxymethyl]oxan-3-yl] acetate
  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