2-(R)-(+)-(tetrahydropyranyloxy)-3,3-dimethylbutanol | 243466-45-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-(R)-(+)-(tetrahydropyranyloxy)-3,3-dimethylbutanol
• CAS: 243466-45-7
• 化学式: C₁₁H₂₂O₃
• 分子量: 202.294
• InChiKey: JYGRVOMYLIYPOV-RGURZIINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(R)-(+)-(tetrahydropyranyloxy)-3,3-dimethylbutanol 在 吡啶 、 Amberlite IR-120 (H⁺ form) 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 (R)-(-)-(tosyloxy)-3,3-dimethyl-butan-2-ol
  参考文献：
  名称：

  Enantiomerically pure chiral pyridino-crown ethers: synthesis and enantioselectivity toward the enantiomers of α-(1-naphthyl)ethylammonium perchlorate

  摘要：

  Seven new enantiomerically pure chiral pyridino-crown ethers (S,S)-4-(R,R)-10 were prepared. Three of them [(S,S)-4, (S,S)-7 and (R,R)-10] contain one, and two of them [(S,S)-5 and (S,S)-8] contain two linker chains with a terminal double bond. These linker chains were connected to the carbon atom at position 9 (opposite the pyridine moiety) of the macrocycle. The terminal double bond of the linker makes it possible to attach these ligands to silica gel to obtain chiral stationary phases (CSPs). The enantioselectivity of the new ligands toward the enantiomers of alpha-(1-naphthyl)ethylammonium perchlorate (NEA) was also determined by a titration H-1 NMR method. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00381-x
• 作为产物：
  描述：

  (R)-2-羟基-3,3-二甲基丁酸 在 吡啶 、 lithium aluminium tetrahydride 、 4-甲基苯磺酸吡啶 作用下， 以 乙醚 为溶剂， 反应 72.0h， 生成 2-(R)-(+)-(tetrahydropyranyloxy)-3,3-dimethylbutanol
  参考文献：
  名称：

  Enantioseparation of racemic organic ammonium perchlorates by a silica gel bound optically active di-tert-butylpyridino-18-crown-6 ligand

  摘要：

  Both enantiomers of the novel chiral di-tert-butylpyridino-18-crown-6 ligand (R,R)-7 and (S,S)-7 containing an allyloxy group on the pyridine subcyclic unit were prepared by the reaction of 4-allyloxy-2,6-pyridinedimethyl ditosylate 9 and the enantiomers of di-tert-butyl-substituted tetraethylene glycol (R,R)-8 and (S,S)-8 in the presence of a strong base. One of them, (R,R)-7, was covalently attached to silica gel, and this chiral stationary phase (CSP) separated four selected racemic organic ammonium perchlorates into their enantiomers by column chromatography. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00163-9