(2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-ylmethanol | 501084-29-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-ylmethanol
• 英文别名: 1,3-Dioxane-4-methanol, 2-(4-methoxyphenyl)-5-methyl-, (2S,4S,5R)-；[(2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]methanol
• CAS: 501084-29-3
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: IJMPIYMHSLIGHG-WQAKAFBOSA-N

物化性质

• 沸点：
  373.8±37.0 °C(Predicted)
• 密度：
  1.106±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  (2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-ylmethanol 在 barium dihydroxide 、 氯化亚砜 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (1'R,6'R,1Z,3E)-4-(3'-p-methoxyphenyl-6'-methyl-2',4'-dioxane)-1-benzenesulfonyl-2-methyl-1,3-butadiene
  参考文献：
  名称：

  γ-Allyl Phosphinoyl Phenyl Sulfone (GAPPS):  A Conjunctive Reagent for the Synthesis of EE, EZ, and ET 1,3-Dienes

  摘要：

  A three-operation conjunctive strategy is available for the synthesis of EE, EZ, and ET dienes. This protocol employs a sequential Wadsworth-Emmons reaction using a GAPPS reagent followed by alkylation of an allylic sulfone anion, and finally ligand-mediated, palladium-catalyzed desulfonylation.

  DOI：

  10.1021/ja0377596
• 作为产物：
  描述：

  4-甲氧基苯甲醛二乙基缩醛 在 camphor-10-sulfonic acid 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 40.0 ℃ 、1.5 kPa 条件下， 反应 0.83h， 生成 (2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-ylmethanol
  参考文献：
  名称：

  Synthesis and Conformational Analysis of meso-Ter(1,3-dioxan-4-yls)

  摘要：

  A convergent synthesis of the meso-ter(1,3-dioxanyls) 8-11 has been achieved, starting from two enantiomeric building blocks in each case. The stereogenic centres in the central linkage region were set up by stereocontrolled aldol additions. Structure assignment of the final products was based on comparisons between experimental and calculated (3)J(H,H) coupling constants, which reflect distinct conformer populations. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

  DOI：

  10.1002/1099-0690(200210)2002:20<3455::aid-ejoc3455>3.0.co;2-v

文献信息

• γ-Allyl Phosphinoyl Phenyl Sulfone (GAPPS):  A Conjunctive Reagent for the Synthesis of EE, EZ, and ET 1,3-Dienes
  作者：Xiaojin Li、Douglas Lantrip、Philip L. Fuchs

  DOI：10.1021/ja0377596

  日期：2003.11.1

  A three-operation conjunctive strategy is available for the synthesis of EE, EZ, and ET dienes. This protocol employs a sequential Wadsworth-Emmons reaction using a GAPPS reagent followed by alkylation of an allylic sulfone anion, and finally ligand-mediated, palladium-catalyzed desulfonylation.
• Synthesis and Conformational Analysis of meso-Ter(1,3-dioxan-4-yls)
  作者：Reinhard W. Hoffmann、Gemma Mas、Trixi Brandl

  DOI：10.1002/1099-0690(200210)2002:20<3455::aid-ejoc3455>3.0.co;2-v

  日期：2002.10

  A convergent synthesis of the meso-ter(1,3-dioxanyls) 8-11 has been achieved, starting from two enantiomeric building blocks in each case. The stereogenic centres in the central linkage region were set up by stereocontrolled aldol additions. Structure assignment of the final products was based on comparisons between experimental and calculated (3)J(H,H) coupling constants, which reflect distinct conformer populations. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.