3-O-[(R)-3,7-dimethyloctyl]-1-O-(tert-butyldiphenylsilyl)-sn-glycerol | 223483-83-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 3-O-[(R)-3,7-dimethyloctyl]-1-O-(tert-butyldiphenylsilyl)-sn-glycerol
• 英文别名: (2S)-1-[tert-butyl(diphenyl)silyl]oxy-3-[(3R)-3,7-dimethyloctoxy]propan-2-ol
• CAS: 223483-83-8
• 化学式: C₂₉H₄₆O₃Si
• 分子量: 470.768
• InChiKey: FHKUSLHXDIKMMI-FTJBHMTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  33
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-O-[(R)-3,7-dimethyloctyl]-1-O-(tert-butyldiphenylsilyl)-sn-glycerol 在 四丁基氟化铵 、 1,8-双二甲氨基萘 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 49.0h， 生成 3-O-[(R)-3,7-dimethyloctyl]-2-O-octyl-sn-glycerol
  参考文献：
  名称：

  Synthesis and liquid-crystalline properties of novel archaeal diether-type glycolipids possessing one or two furanosyl units

  摘要：

  Archaeal diether-type analogues possessing one or two furanosyl polar head groups and methyl branched aliphatic moieties were synthesized by glycosylation of glycerolipids with pent-4-enyl 2,3,5,6-tetra-O-acetyl-D-glycofuranoside as the donors. The products were shown to form thermotropic and lyotropic liquid crystalline mesophases, tubules and vesicles. The self-assembling properties of the compounds prepared were found to be similar to those of naturally occurring materials, in that they exhibited columnar thermotropic mesophases and hexagonal lyotropic phases. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00291-2
• 作为产物：
  描述：

  (3R)-3,7-二甲基辛烷-1-醇 、 tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane 在 3 A molecular sieve 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以68%的产率得到3-O-[(R)-3,7-dimethyloctyl]-1-O-(tert-butyldiphenylsilyl)-sn-glycerol
  参考文献：
  名称：

  Synthesis and liquid-crystalline properties of novel archaeal diether-type glycolipids possessing one or two furanosyl units

  摘要：

  Archaeal diether-type analogues possessing one or two furanosyl polar head groups and methyl branched aliphatic moieties were synthesized by glycosylation of glycerolipids with pent-4-enyl 2,3,5,6-tetra-O-acetyl-D-glycofuranoside as the donors. The products were shown to form thermotropic and lyotropic liquid crystalline mesophases, tubules and vesicles. The self-assembling properties of the compounds prepared were found to be similar to those of naturally occurring materials, in that they exhibited columnar thermotropic mesophases and hexagonal lyotropic phases. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00291-2