ethyl (4R)-2-[(4S)-2-(diphenylphosphorylmethyl)-4-methyl-5H-1,3-thiazol-4-yl]-4-methyl-5H-1,3-thiazole-4-carboxylate | 158785-73-0

• 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: ethyl (4R)-2-[(4S)-2-(diphenylphosphorylmethyl)-4-methyl-5H-1,3-thiazol-4-yl]-4-methyl-5H-1,3-thiazole-4-carboxylate
• CAS: 158785-73-0
• 化学式: C₂₄H₂₇N₂O₃PS₂
• 分子量: 486.596
• InChiKey: XZHGLLVLKWMJSK-ZEQRLZLVSA-N

物化性质

• 沸点：
  583.9±50.0 °C(predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl (4R)-2-[(4S)-2-(diphenylphosphorylmethyl)-4-methyl-5H-1,3-thiazol-4-yl]-4-methyl-5H-1,3-thiazole-4-carboxylate 在 sodium hydroxide 、 四氯化钛 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 N,N'-二环己基碳二亚胺 、 lithium chloride 作用下， 以 乙醇 为溶剂， 生成 (4R,4'S,4''S)-4,4',4''-Trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Natural products as pesticides: Two examples of stereoselective synthesis

  摘要：

  The strategy and synthetic efforts leading to efficient stereoselective syntheses of thiangazole, a tris-thiazolinyl-oxazole metabolite isolated from Poly-angium spp., and of hydantocidin, a spironucleoside metabolite isolated from Streptomyces hygroscopicus, are discussed.

  DOI：

  10.1002/(sici)1096-9063(199601)46:1<37::aid-ps339>3.0.co;2-k
• 作为产物：
  描述：

  (二苯基磷酰)乙腈 在 sodium hydroxide 、 四氯化钛 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 为溶剂， 生成 ethyl (4R)-2-[(4S)-2-(diphenylphosphorylmethyl)-4-methyl-5H-1,3-thiazol-4-yl]-4-methyl-5H-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  Natural products as pesticides: Two examples of stereoselective synthesis

  摘要：

  The strategy and synthetic efforts leading to efficient stereoselective syntheses of thiangazole, a tris-thiazolinyl-oxazole metabolite isolated from Poly-angium spp., and of hydantocidin, a spironucleoside metabolite isolated from Streptomyces hygroscopicus, are discussed.

  DOI：

  10.1002/(sici)1096-9063(199601)46:1<37::aid-ps339>3.0.co;2-k

文献信息

• Natural products as pesticides: Two examples of stereoselective synthesis
  作者：Thomas Früh、Philippe Chemla、Jürg Ehrler、Saleem Farooq

  DOI：10.1002/(sici)1096-9063(199601)46:1<37::aid-ps339>3.0.co;2-k

  日期：1996.1

  The strategy and synthetic efforts leading to efficient stereoselective syntheses of thiangazole, a tris-thiazolinyl-oxazole metabolite isolated from Poly-angium spp., and of hydantocidin, a spironucleoside metabolite isolated from Streptomyces hygroscopicus, are discussed.