(3aR,5R,6R,7S,7aS)-2-iodomethyl-7-benzyloxy-5-hydroxymethyl-hexahydro-furo[3,2-b]pyran-6-ol | 776313-92-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,5R,6R,7S,7aS)-2-iodomethyl-7-benzyloxy-5-hydroxymethyl-hexahydro-furo[3,2-b]pyran-6-ol
• CAS: 776313-92-9
• 化学式: C₁₆H₂₁IO₅
• 分子量: 420.244
• InChiKey: GSXQBZLFLHZUFS-WCJVTGSSSA-N

物化性质

• 沸点：
  545.5±50.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  68.15
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3aR,5R,6R,7S,7aS)-2-iodomethyl-7-benzyloxy-5-hydroxymethyl-hexahydro-furo[3,2-b]pyran-6-ol 在 叠氮化四丁基铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 thiophene-2-carboxylic acid (3aR,5R,6R,7R,7aS)-7-benzyloxy-5-hydroxymethyl-2-[3-(3-methoxy-phenyl)-ureidomethyl]-hexahydro-furo[3,2-b]pyran-6-yl ester
  参考文献：
  名称：

  Bicyclic carbohydrate-derived scaffolds for combinatorial libraries

  摘要：

  A bicyclic scaffold derived from the natural monosaccharide D-glucose, and possessing several diversity sites, was linked to various resins through the primary (C-6) hydroxyl and decorated on the solid phase: the hydroxyl group at C-4 was functionalized as ester, ether, and carbamate, the amino group ill the second cycle (C-3' position) was functionalized as amide, sulfonamide, and ureido- and thioureido-derivatives. The compounds synthesized oil the solid phase were tested for their antiproliferative activity oil tumor cell lines. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.055
• 作为产物：
  描述：

  2,3-二-o-苄基-alpha-d-吡喃葡萄糖苷甲酯 在 三氟甲磺酸三甲基硅酯 、 碘 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 6.0h， 生成 (3aR,5R,6R,7S,7aS)-2-iodomethyl-7-benzyloxy-5-hydroxymethyl-hexahydro-furo[3,2-b]pyran-6-ol
  参考文献：
  名称：

  Bicyclic carbohydrate-derived scaffolds for combinatorial libraries

  摘要：

  A bicyclic scaffold derived from the natural monosaccharide D-glucose, and possessing several diversity sites, was linked to various resins through the primary (C-6) hydroxyl and decorated on the solid phase: the hydroxyl group at C-4 was functionalized as ester, ether, and carbamate, the amino group ill the second cycle (C-3' position) was functionalized as amide, sulfonamide, and ureido- and thioureido-derivatives. The compounds synthesized oil the solid phase were tested for their antiproliferative activity oil tumor cell lines. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.055