2-[(2R,4R)-6-methoxy-3,3-dimethyl-4-phenylmethoxyoxan-2-yl]ethanol | 445473-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(2R,4R)-6-methoxy-3,3-dimethyl-4-phenylmethoxyoxan-2-yl]ethanol
• CAS: 445473-61-0
• 化学式: C₁₇H₂₆O₄
• 分子量: 294.391
• InChiKey: LFDRAPSUFKKKEW-YGFGXBMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-丙二硫醇 、 2-[(2R,4R)-6-methoxy-3,3-dimethyl-4-phenylmethoxyoxan-2-yl]ethanol 在 三氟化硼乙醚 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以73%的产率得到(3R,5R)-6-(1,3-dithian-2-yl)-4,4-dimethylhexane-1,3,5-triol
  参考文献：
  名称：

  Structural and Stereochemical Diversity from (±)-2,2-Dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one − Application to the Synthesis of Polyketide Segments of Natural Products

  摘要：

  The racemic title compound has been transformed into both Cyclic and acyclic segments of bioactive natural products, including the C10-C17 segment of pederin, the C12-C19 (C12'-C19') segment of disorazole and the C1-C9 segment of auriside. A methodology for the opening of six-membered ring acetals, containing gem-dimethyl groups, to 5-hydroxyl,3-dithianes has been developed.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200205)2002:9<1538::aid-ejoc1538>3.0.co;2-x
• 作为产物：
  描述：

  甲醇 、 (1R,5S,7R)-6,6-dimethyl-7-phenylmethoxy-2,9-dioxabicyclo[3.3.1]nonan-3-one 在 氢气 magnesium sulfate 、 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 17.0h， 生成 2-[(2R,4R)-6-methoxy-3,3-dimethyl-4-phenylmethoxyoxan-2-yl]ethanol
  参考文献：
  名称：

  Structural and Stereochemical Diversity from (±)-2,2-Dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one − Application to the Synthesis of Polyketide Segments of Natural Products

  摘要：

  The racemic title compound has been transformed into both Cyclic and acyclic segments of bioactive natural products, including the C10-C17 segment of pederin, the C12-C19 (C12'-C19') segment of disorazole and the C1-C9 segment of auriside. A methodology for the opening of six-membered ring acetals, containing gem-dimethyl groups, to 5-hydroxyl,3-dithianes has been developed.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200205)2002:9<1538::aid-ejoc1538>3.0.co;2-x

文献信息

• Structural and Stereochemical Diversity from (±)-2,2-Dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one − Application to the Synthesis of Polyketide Segments of Natural Products
  作者：Alexandros Vakalopoulos、René Smits、H. Martin R. Hoffmann

  DOI：10.1002/1099-0690(200205)2002:9<1538::aid-ejoc1538>3.0.co;2-x

  日期：2002.5

  The racemic title compound has been transformed into both Cyclic and acyclic segments of bioactive natural products, including the C10-C17 segment of pederin, the C12-C19 (C12'-C19') segment of disorazole and the C1-C9 segment of auriside. A methodology for the opening of six-membered ring acetals, containing gem-dimethyl groups, to 5-hydroxyl,3-dithianes has been developed.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).