Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester | 733751-96-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
• CAS: 733751-96-7
• 化学式: C₂₁H₂₄O₁₀S₂
• 分子量: 500.548
• InChiKey: RYPHZWCKGGRWFR-JMPUJIDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  33.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 在 sodium iodide 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.05h， 以53%的产率得到(4aR,6S,8aS)-2-(4-methoxyphenyl)-6-phenoxy-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxine
  参考文献：
  名称：

  Stereospecific synthesis of β-d-allopyranosides by dihydroxylation of β-d-erythro-2,3-dideoxyhex-2-enopyranosides

  摘要：

  The synthesis of 4,6-O-benzylidene-beta -D-erythro-2-3-dideoxyhex-2-enopyranosides and their osmium and ruthenium catalysed dihydroxylation reactions have been investigated. These reactions have been shown, for a range of monosaccharides and a disaccharide, to proceed stereospecifically to give beta -D-allopyranosides in moderate to excellent yield. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(01)00181-1
• 作为产物：
  描述：

  苯基-BETA-葡萄糖吡喃糖苷 在 吡啶 、 camphor-10-sulfonic acid 作用下， 以 乙腈 为溶剂， 反应 14.0h， 生成 Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
  参考文献：
  名称：

  Stereospecific synthesis of β-d-allopyranosides by dihydroxylation of β-d-erythro-2,3-dideoxyhex-2-enopyranosides

  摘要：

  The synthesis of 4,6-O-benzylidene-beta -D-erythro-2-3-dideoxyhex-2-enopyranosides and their osmium and ruthenium catalysed dihydroxylation reactions have been investigated. These reactions have been shown, for a range of monosaccharides and a disaccharide, to proceed stereospecifically to give beta -D-allopyranosides in moderate to excellent yield. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(01)00181-1