| 1427201-95-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1427201-95-3
• 化学式: C₆₀H₇₂O₁₃
• 分子量: 1001.22
• InChiKey: SPFZTXBUHAFQEE-XHJIAXHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.08
• 重原子数：
  73.0
• 可旋转键数：
  30.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  127.83
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  在 sodium tetrahydroborate 、 水合氯化铈 作用下， 以 甲醇 为溶剂， 以85%的产率得到(2R,3S,6S)-2-((benzyloxy)methyl)-6-(((2R,3S,6S)-2-((benzyloxy)methyl)-6-(((2R,3S,6S)-2-((benzyloxy)methyl)-6-(((2R,3S,6S)-2-((benzyloxy)methyl)-6-(octyloxy)-3,6-dihydro-2H-pyran-3-yl)oxy)-3,6-dihydro-2H-pyran-3-yl)oxy)-3,6-dihydro-2H-pyran-3-yl)oxy)-3,6-dihydro-2H-pyran-3-ol
  参考文献：
  名称：

  Regioselective Polymethylation of α-(1 → 4)-Linked Mannopyranose Oligosaccharides

  摘要：

  An approach has been developed of the regioselective methylation of alpha-(1 -> 4)-linked mannopyranose oligosaccharides via a four-step methodology. The key reaction involved n-Bu2SnCl2-mediated activation of cis-diols. By tuning protecting groups on the substrates, multiple cis-diols in the substrates were functionalized in a consistent and regioselective manner. Using optimized substrates and reaction conditions, regioselective methylation of di-, tri-, and tetrasaccharide substrates proceeded in isolated yields per cis-diol of 95, 88 and 79%, respectively. The methodology was also applied to functionalize trans-diols in alpha-cyclodextrin.

  DOI：

  10.1021/jo4001299
• 作为产物：
  描述：

  (2R,6S)-2-((benzyloxy)methyl)-6-(octyloxy)-2H-pyran-3(6H)-one 在 sodium tetrahydroborate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 水合氯化铈 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.5h， 生成
  参考文献：
  名称：

  Regioselective Polymethylation of α-(1 → 4)-Linked Mannopyranose Oligosaccharides

  摘要：

  An approach has been developed of the regioselective methylation of alpha-(1 -> 4)-linked mannopyranose oligosaccharides via a four-step methodology. The key reaction involved n-Bu2SnCl2-mediated activation of cis-diols. By tuning protecting groups on the substrates, multiple cis-diols in the substrates were functionalized in a consistent and regioselective manner. Using optimized substrates and reaction conditions, regioselective methylation of di-, tri-, and tetrasaccharide substrates proceeded in isolated yields per cis-diol of 95, 88 and 79%, respectively. The methodology was also applied to functionalize trans-diols in alpha-cyclodextrin.

  DOI：

  10.1021/jo4001299