1,6-Anhydro-2,3-di-O-benzyl-4-allyl-β-D-galactopyranose | 168103-50-2

• 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: 1,6-Anhydro-2,3-di-O-benzyl-4-allyl-β-D-galactopyranose
• 英文别名: (1R,2S,3R,4R,5R)-3,4-bis(phenylmethoxy)-2-prop-2-enyl-6,8-dioxabicyclo[3.2.1]octan-2-ol
• CAS: 168103-50-2
• 化学式: C₂₃H₂₆O₅
• 分子量: 382.456
• InChiKey: OCLMYTDZDZSIPE-JLMDMGSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,6-Anhydro-2,3-di-O-benzyl-4-allyl-β-D-galactopyranose 生成 1,6-Anhydro-2,3-di-O-benzyl-4-allyl-β-D-galactofuranose
  参考文献：
  名称：

  Synthesis of 1-Substituted and 1,4-Disubstituted 2,3-Di-O-benzyl-1,6-anhydrogalactofuranoses

  摘要：

  A method has been developed for synthesizing 1-substituted and 1,4-disubstituted 2,3-di-O-benzyl-1,6-anhydrogalactofuranoses 16 starting from 8, a known 1,6-anhydropyranose prepared from D-galactose. Compounds such as 16 have potential utility for synthesis of the squalestatins and zaragozic acids.

  DOI：

  10.1021/jo00114a028
• 作为产物：
  描述：

  1,6-Anhydro-2,3-di-O-benzyl-β-D-gluco-hexopyrano-4-ulose 、 烯丙基溴化镁 以 四氢呋喃 为溶剂， 以86%的产率得到1,6-Anhydro-2,3-di-O-benzyl-4-allyl-β-D-galactopyranose
  参考文献：
  名称：

  Synthesis of 1-Substituted and 1,4-Disubstituted 2,3-Di-O-benzyl-1,6-anhydrogalactofuranoses

  摘要：

  A method has been developed for synthesizing 1-substituted and 1,4-disubstituted 2,3-di-O-benzyl-1,6-anhydrogalactofuranoses 16 starting from 8, a known 1,6-anhydropyranose prepared from D-galactose. Compounds such as 16 have potential utility for synthesis of the squalestatins and zaragozic acids.

  DOI：

  10.1021/jo00114a028

文献信息

• Synthesis of 1-Substituted and 1,4-Disubstituted 2,3-Di-O-benzyl-1,6-anhydrogalactofuranoses
  作者：Stephane Caron、Andrew I. McDonald、Clayton H. Heathcock

  DOI：10.1021/jo00114a028

  日期：1995.5

  A method has been developed for synthesizing 1-substituted and 1,4-disubstituted 2,3-di-O-benzyl-1,6-anhydrogalactofuranoses 16 starting from 8, a known 1,6-anhydropyranose prepared from D-galactose. Compounds such as 16 have potential utility for synthesis of the squalestatins and zaragozic acids.