(4R,5R,7R,2E)-methyl 4,5-bis(diisopropyl(3,3,4,4,4-pentafluorobutyl)silyloxy)-7-hydroxydeca-2,9-dienoate | 1374332-36-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (4R,5R,7R,2E)-methyl 4,5-bis(diisopropyl(3,3,4,4,4-pentafluorobutyl)silyloxy)-7-hydroxydeca-2,9-dienoate
• 英文别名: methyl (2E,4R,5R,7R)-7-hydroxy-4,5-bis[[3,3,4,4,4-pentafluorobutyl-di(propan-2-yl)silyl]oxy]deca-2,9-dienoate
• CAS: 1374332-36-1
• 化学式: C₃₁H₅₂F₁₀O₅Si₂
• 分子量: 750.906
• InChiKey: CCVMIZYUFHCTJX-MUNLLTBKSA-N

物化性质

• 沸点：
  604.6±55.0 °C(predicted)
• 密度：
  1.118±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.52
• 重原子数：
  48
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  (4R,5R,7R,2E)-methyl 4,5-bis(diisopropyl(3,3,4,4,4-pentafluorobutyl)silyloxy)-7-hydroxydeca-2,9-dienoate 在 2,6-二甲基吡啶 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 20.5h， 生成 (4R,5R,7R,E)-4,5-bis((diisopropyl(3,3,4,4,4-pentafluorobutyl)silyl)oxy)-7-((triisopropylsilyl)oxy)deca-2,9-dienoic acid
  参考文献：
  名称：

  Minimal Fluorous Tagging Strategy that Enables the Synthesis of the Complete Stereoisomer Library of SCH725674 Macrolactones

  摘要：

  Four mixtures of four fluorous-tagged quasiisomers have been synthesized, demixed, and detagged to make all 16 stereoisomers of the macrocyclic lactone natural product Sch725674. A new bare-minimum tagging pattern needs only two tags one fluorous and one nonfluorous-to encode four isomers. The structure of Sch725674 is assigned as (5R,6S,8R,14R,E)-5,6,8-trihydroxy-14-pentyloxacyclotetradec-3-en-2-one. Various comparisons of spectra of 32 lactones (16 with tags, 16 without) and 16 ester precursors (8 with tags, 8 without) provide insights into when and why related compounds have the same or different spectra.

  DOI：

  10.1021/ja302260d
• 作为产物：
  描述：

  (4R,5R,2E)-methyl 4,5-bis(diisopropyl(3,3,4,4,4-pentafluorobutyl)silyloxy)-7-(4-methoxybenzyloxy)-hept-2-enoate 在 (-)-B-chlorodiisopinocampheylborane 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 6.33h， 生成 (4R,5R,7R,2E)-methyl 4,5-bis(diisopropyl(3,3,4,4,4-pentafluorobutyl)silyloxy)-7-hydroxydeca-2,9-dienoate
  参考文献：
  名称：

  Minimal Fluorous Tagging Strategy that Enables the Synthesis of the Complete Stereoisomer Library of SCH725674 Macrolactones

  摘要：

  Four mixtures of four fluorous-tagged quasiisomers have been synthesized, demixed, and detagged to make all 16 stereoisomers of the macrocyclic lactone natural product Sch725674. A new bare-minimum tagging pattern needs only two tags one fluorous and one nonfluorous-to encode four isomers. The structure of Sch725674 is assigned as (5R,6S,8R,14R,E)-5,6,8-trihydroxy-14-pentyloxacyclotetradec-3-en-2-one. Various comparisons of spectra of 32 lactones (16 with tags, 16 without) and 16 ester precursors (8 with tags, 8 without) provide insights into when and why related compounds have the same or different spectra.

  DOI：

  10.1021/ja302260d