[(5S,9S,13R,14S)-18-(methoxymethoxy)-7,7,13,14,21-pentamethyl-16-oxo-6,8,15-trioxa-21,23-diazatetracyclo[15.7.0.05,9.020,24]tetracosa-1(24),2,11,17,19,22-hexaen-10-yl] benzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(5S,9S,13R,14S)-18-(methoxymethoxy)-7,7,13,14,21-pentamethyl-16-oxo-6,8,15-trioxa-21,23-diazatetracyclo[15.7.0.05,9.020,24]tetracosa-1(24),2,11,17,19,22-hexaen-10-yl] benzoate
• 化学式: C₃₃H₃₈N₂O₈
• 分子量: 590.673
• InChiKey: JREGOSRJBMXUAX-DWMIFDIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  43
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(5S,9S,13R,14S)-18-(methoxymethoxy)-7,7,13,14,21-pentamethyl-16-oxo-6,8,15-trioxa-21,23-diazatetracyclo[15.7.0.05,9.020,24]tetracosa-1(24),2,11,17,19,22-hexaen-10-yl] benzoate 在 sodium hydroxide 作用下， 生成 (5S,9R,13R,14S)-10-hydroxy-18-(methoxymethoxy)-7,7,13,14,21-pentamethyl-6,8,15-trioxa-21,23-diazatetracyclo[15.7.0.05,9.020,24]tetracosa-1(24),2,11,17,19,22-hexaen-16-one
  参考文献：
  名称：

  Discovery of anti-inflammatory clinical candidate E6201, inspired from resorcylic lactone LL-Z1640-2, III

  摘要：

  Inspired by natural product, LL-Z1640-2, clinical candidate, E6201 ( 22) was discovered in a medicinal chemistry effort through total synthesis. The modification on C14-position to N-alkyl substitution showed to be potent in vitro and orally active in vivo in anti-inflammatory assays. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.087
• 作为产物：
  描述：

  6-(Methoxymethoxy)-1-methyl-4-(phenylsulfanylmethyl)benzimidazole-5-carboxylic acid 、 [(4R,5S)-5-[tert-butyl(dimethyl)silyl]oxy-1-[(4S,5S)-5-(2-iodoethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methylhex-2-enyl] benzoate 在 2-(三甲硅基)乙醇 、 三苯基膦 、 偶氮二甲酸二乙酯 、 lithium hexamethyldisilazane 作用下， 生成 [(5S,9S,13R,14S)-18-(methoxymethoxy)-7,7,13,14,21-pentamethyl-16-oxo-6,8,15-trioxa-21,23-diazatetracyclo[15.7.0.05,9.020,24]tetracosa-1(24),2,11,17,19,22-hexaen-10-yl] benzoate
  参考文献：
  名称：

  Discovery of anti-inflammatory clinical candidate E6201, inspired from resorcylic lactone LL-Z1640-2, III

  摘要：

  Inspired by natural product, LL-Z1640-2, clinical candidate, E6201 ( 22) was discovered in a medicinal chemistry effort through total synthesis. The modification on C14-position to N-alkyl substitution showed to be potent in vitro and orally active in vivo in anti-inflammatory assays. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.087