1,2-O-methylorthopivaloyl-3,4-di-O-pivaloyl-α-D-xylopyranose | 359435-32-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-O-methylorthopivaloyl-3,4-di-O-pivaloyl-α-D-xylopyranose
• CAS: 359435-32-8
• 化学式: C₂₁H₃₆O₈
• 分子量: 416.512
• InChiKey: IAVDHSKHJSPWDE-FQBZKCPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.02
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  89.52
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1,2-O-methylorthopivaloyl-3,4-di-O-pivaloyl-α-D-xylopyranose 在 四丁基碘化铵 、 sodium hydride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 7.0h， 生成 3-O-benzyl-α-D-xylopyranose 1,2,4-orthopivalate
  参考文献：
  名称：

  Synthesis of d-xylopyranan by the ring-opening polymerization of 3-O-benzyl-α-d-xylopyranose 1,2,4-orthopivalate. Attempts to synthesize a stereoregular polymer

  摘要：

  3-O-Benzpl-alpha -D-xylopyranose 1,2,4-orthopivalate (1) was newly synthesized and polymerized under cationic polymerization reaction conditions in order to synthesize stereoregular (1 --> 4)-beta -D-xylopyranan. Although the polymerization of orthopivalate 1 was carried out under various reaction conditions, a non-stereoregular polymer, but mainly consisting of (1 --> 4)-beta -xylopyranose units, was obtained. Comparing these results with those of glucose 1,2,4-orthopivalates, it was revealed that not only the substituents in the C-2 and C-3 positions, but also the CH2OR group in glucose 1,2,4-orthopivalate, largely contribute to (1 --> 4)-beta -glucosidic bond formation by the ring-opening polymerization. (C) Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(01)00100-8
• 作为产物：
  描述：

  1,2,3,4-Tetra-O-pivaloyl-β-D-xylopyranose 在 4 Angstroem MS 、 氢溴酸 、 三乙胺 作用下， 以 氯仿 、 溶剂黄146 、 1,2-二氯乙烷 为溶剂， 反应 12.0h， 生成 1,2-O-methylorthopivaloyl-3,4-di-O-pivaloyl-α-D-xylopyranose
  参考文献：
  名称：

  Synthesis of d-xylopyranan by the ring-opening polymerization of 3-O-benzyl-α-d-xylopyranose 1,2,4-orthopivalate. Attempts to synthesize a stereoregular polymer

  摘要：

  3-O-Benzpl-alpha -D-xylopyranose 1,2,4-orthopivalate (1) was newly synthesized and polymerized under cationic polymerization reaction conditions in order to synthesize stereoregular (1 --> 4)-beta -D-xylopyranan. Although the polymerization of orthopivalate 1 was carried out under various reaction conditions, a non-stereoregular polymer, but mainly consisting of (1 --> 4)-beta -xylopyranose units, was obtained. Comparing these results with those of glucose 1,2,4-orthopivalates, it was revealed that not only the substituents in the C-2 and C-3 positions, but also the CH2OR group in glucose 1,2,4-orthopivalate, largely contribute to (1 --> 4)-beta -glucosidic bond formation by the ring-opening polymerization. (C) Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(01)00100-8