(4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carboxylic acid (4R,4aS,7aS,8S)-8-hydroxy-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydro-2-oxa-cyclopenta[f]azulen-4-yl ester | 395664-60-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carboxylic acid (4R,4aS,7aS,8S)-8-hydroxy-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydro-2-oxa-cyclopenta[f]azulen-4-yl ester
• 英文别名: (4R,4aS,7aS,8S)-4,4a,5,6,7,7a,8,9-Octahydro-8-hydroxy-6,6,8-trimethylazuleno[5,6-c]furan-4-yl (4S,5R)-4,5-dihydro-2,4-diphenyl-5-oxazolecarboxylate；[(5S,5aS,8aS,9R)-5-hydroxy-5,7,7-trimethyl-4,5a,6,8,8a,9-hexahydroazuleno[5,6-c]furan-9-yl] (4S,5R)-2,4-diphenyl-4,5-dihydro-1,3-oxazole-5-carboxylate
• CAS: 395664-60-5
• 化学式: C₃₁H₃₃NO₅
• 分子量: 499.607
• InChiKey: YLZYHNQWANXUPC-DDOXDOHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.81
• 重原子数：
  37.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  81.26
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carboxylic acid (4R,4aS,7aS,8S)-8-hydroxy-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydro-2-oxa-cyclopenta[f]azulen-4-yl ester 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 生成 furandiol 9-epi-8-epi-[N-benzoyl-(2'R,3'S)-3'-phenylisoserinate]
  参考文献：
  名称：

  Kopczacki; Gumulka; Masnyk, Polish Journal of Chemistry, 2004, vol. 78, # 1, p. 89 - 108

  摘要：

  DOI：
• 作为产物：
  描述：

  (4S,5R)-2,4-diphenyl-2-oxazoline-5-carboxylic acid methyl ester 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 (4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carboxylic acid (4R,4aS,7aS,8S)-8-hydroxy-6,6,8-trimethyl-4,4a,5,6,7,7a,8,9-octahydro-2-oxa-cyclopenta[f]azulen-4-yl ester
  参考文献：
  名称：

  Synthesis and antifeedant properties of N-benzoylphenylisoserinates of Lactarius sesquiterpenoid alcohols

  摘要：

  The esterification of various sesquiterpenoid alcohols of Luctarius origin with N-benzoyl-[2R,3S]-phenylisoserine (side chain of Taxol (R)) produced compounds whose antifeedant properties against storage pests Tribolium confusum, Trogoderma granarium and Sitophylus granarius were measured. The introduction of the taxol side chain in these molecules, in comparison to original compounds, moderately enhanced their antifeedant activities, as well as changed their selectivity of activity towards the test insects. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(01)00294-1