(2R,3S,6S)-2-(hydroxymethyl)-6-methoxy-4-(trifluoromethyl)-3,6-dihydro-2H-pyran-3-ol | 205688-46-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (2R,3S,6S)-2-(hydroxymethyl)-6-methoxy-4-(trifluoromethyl)-3,6-dihydro-2H-pyran-3-ol
• CAS: 205688-46-6
• 化学式: C₈H₁₁F₃O₄
• 分子量: 228.168
• InChiKey: KWYFRNLWHPZDHW-VQVTYTSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2R,3S,6S)-2-(hydroxymethyl)-6-methoxy-4-(trifluoromethyl)-3,6-dihydro-2H-pyran-3-ol 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 (2R,3S,4R,6S)-2-(hydroxymethyl)-6-methoxy-4-(trifluoromethyl)oxan-3-ol 、
  参考文献：
  名称：

  Highly stereoselective route to aldol products incorporating fluorine-containing methyl groups starting from a single d-glucose-derived intermediate

  摘要：

  Chiral aldol structures with fluorine modifications on a methyl group have been realized by utilization of the relatively rigid cyclic intermediates from the very common chiral pool compound, D-glucose, leading to attainment of the high diastereoselectivities as well as construction of differently fluorinated target materials from a single intermediate. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00120-1
• 作为产物：
  描述：

  methyl 2-O-benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside 在 六甲基磷酰三胺 、 二乙胺基三氟化硫 、 Swern oxidation agent 、 二异丁基氢化铝 、 溶剂黄146 作用下， 生成 (2R,3S,6S)-2-(hydroxymethyl)-6-methoxy-4-(trifluoromethyl)-3,6-dihydro-2H-pyran-3-ol
  参考文献：
  名称：

  Highly stereoselective route to aldol products incorporating fluorine-containing methyl groups starting from a single d-glucose-derived intermediate

  摘要：

  Chiral aldol structures with fluorine modifications on a methyl group have been realized by utilization of the relatively rigid cyclic intermediates from the very common chiral pool compound, D-glucose, leading to attainment of the high diastereoselectivities as well as construction of differently fluorinated target materials from a single intermediate. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00120-1

文献信息

• Highly stereoselective route to aldol products incorporating fluorine-containing methyl groups starting from a single d-glucose-derived intermediate
  作者：Takashi Yamazaki、Shuichi Hiraoka、Tomoya Kitazume

  DOI：10.1016/s0957-4166(97)00120-1

  日期：1997.4

  Chiral aldol structures with fluorine modifications on a methyl group have been realized by utilization of the relatively rigid cyclic intermediates from the very common chiral pool compound, D-glucose, leading to attainment of the high diastereoselectivities as well as construction of differently fluorinated target materials from a single intermediate. (C) 1997 Elsevier Science Ltd.
• Stereoselective Hydrogenation of D-Glucose-derived endo-Olefins with a CF3 Group—Experimental and Theoretical Explanations—
  作者：Tomoya Kitazume、Shuichi Hiraoka、Takashi Yamazaki

  DOI：10.3987/com-97-s(n)49

  日期：——