10,21-dimethoxy-3,9,14,20-tetramethyl-1,12-dioxa-4,15-diazacyclodocosa-7m18-diene-2,5,13,16-tetraone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯内酰胺
• 英文名称: 10,21-dimethoxy-3,9,14,20-tetramethyl-1,12-dioxa-4,15-diazacyclodocosa-7m18-diene-2,5,13,16-tetraone
• 英文别名: (3S,7E,9S,10R,14S,18E,20S,21R)-10,21-dimethoxy-3,9,14,20-tetramethyl-1,12-dioxa-4,15-diazacyclodocosa-7,18-diene-2,5,13,16-tetrone
• 化学式: C₂₄H₃₈N₂O₈
• 分子量: 482.574
• InChiKey: UXFGDHMMNCODGO-DJAZMHAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  34
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (S)-2-((E)-(5S,6R)-7-Hydroxy-6-methoxy-5-methyl-hept-3-enoylamino)-propionic acid methyl ester 在 [Sn₂(C₄H₉)4SCN(OH)O]2 作用下， 以 氯苯 为溶剂， 反应 24.0h， 以66%的产率得到10,21-dimethoxy-3,9,14,20-tetramethyl-1,12-dioxa-4,15-diazacyclodocosa-7m18-diene-2,5,13,16-tetraone
  参考文献：
  名称：

  Stereochemical Diversity through Cyclodimerization:  Synthesis of Polyketide-like Macrodiolides

  摘要：

  [GRAPHICS]An expeditious procedure for the direct formation of stereochemically well-defined macrodiolides is described. Cyclodimerizations of enantioenriched C7 and C8 hydroxy esters 6 in the presence of catalytic amounts of distannoxane transesterification catalysts afford 14- to 22-membered macrodiolides 7-9 bearing up to six stereocenters. Additional structural diversity is introduced by further stereoselective reactions on selected macrodiolides 7a, 7g, 10a, and 11.

  DOI：

  10.1021/ol034608z

文献信息

• Stereochemical Diversity through Cyclodimerization:  Synthesis of Polyketide-like Macrodiolides
  作者：Qibin Su、Aaron B. Beeler、Emil Lobkovsky、John A. Porco,、James S. Panek

  DOI：10.1021/ol034608z

  日期：2003.6.1

  [GRAPHICS]An expeditious procedure for the direct formation of stereochemically well-defined macrodiolides is described. Cyclodimerizations of enantioenriched C7 and C8 hydroxy esters 6 in the presence of catalytic amounts of distannoxane transesterification catalysts afford 14- to 22-membered macrodiolides 7-9 bearing up to six stereocenters. Additional structural diversity is introduced by further stereoselective reactions on selected macrodiolides 7a, 7g, 10a, and 11.