(2S,3R)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one | 501084-27-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (2S,3R)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one
• 英文别名: (2S,3R)-3-hydroxy-2-methyl-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one
• CAS: 501084-27-1
• 化学式: C₂₆H₃₂O₆
• 分子量: 440.536
• InChiKey: SIHISQKRFFITGW-VLJGJNQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,3R)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one 在 对甲苯磺酸 二异丁基氢化铝 作用下， 以 四氢呋喃 、 Petroleum ether 为溶剂， 反应 5.0h， 生成 (4R,5R,6S)-2,2,5-trimethyl-4-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-6-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1,3-dioxane
  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
• 作为产物：
  描述：

  ((2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl)methanol 在 吡啶 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 4 A molecular sieve 、 氯代二环己基硼烷 、 戴斯-马丁氧化剂 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 57.0h， 生成 (2S,3R)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one
  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

• 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.