N-[(3R,4S,5E,11R,12S,13E)-4,12-dimethyl-11-[(4-methylphenyl)sulfonylamino]-8,16-dioxo-1,9-dioxacyclohexadeca-5,13-dien-3-yl]-4-methylbenzenesulfonamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: N-[(3R,4S,5E,11R,12S,13E)-4,12-dimethyl-11-[(4-methylphenyl)sulfonylamino]-8,16-dioxo-1,9-dioxacyclohexadeca-5,13-dien-3-yl]-4-methylbenzenesulfonamide
• 化学式: C₃₀H₃₈N₂O₈S₂
• 分子量: 618.772
• InChiKey: LNXPTLKVQXCROH-WNRBVYPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  162
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (E)-(5S,6R)-7-Hydroxy-5-methyl-6-(toluene-4-sulfonylamino)-hept-3-enoic acid methyl ester 在 [Sn₂(C₄H₉)4SCN(OH)O]2 作用下， 以 氯苯 为溶剂， 反应 96.0h， 以58%的产率得到N-[(3R,4S,5E,11R,12S,13E)-4,12-dimethyl-11-[(4-methylphenyl)sulfonylamino]-8,16-dioxo-1,9-dioxacyclohexadeca-5,13-dien-3-yl]-4-methylbenzenesulfonamide
  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.