ethyl 1,3,4,5-tetra-O-benzyl-β-D-fructopyranoside | 1307859-96-6

• 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: ethyl 1,3,4,5-tetra-O-benzyl-β-D-fructopyranoside
• 英文别名: (2R,3S,4R,5R)-2-ethoxy-3,4,5-tris(phenylmethoxy)-2-(phenylmethoxymethyl)oxane
• CAS: 1307859-96-6
• 化学式: C₃₆H₄₀O₆
• 分子量: 568.71
• InChiKey: FEFLQLHXNHXJTQ-PEDCNLCOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 1,3,4,5-tetra-O-benzyl-β-D-fructopyranoside 在 盐酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 3.5h， 生成 1,3,4,5-tetra-O-benzyl-D-fructopyranose 、 1,3,4,5-tetra-O-benzyl-α-D-fructopyranose
  参考文献：
  名称：

  Conversion of fructose into a building block for the synthesis of carbocyclic mannose mimics

  摘要：

  Fructose was converted into C-1 diastereomeric carbocyclic building blocks resembling mannose using ruthenium-catalysed ring-closing metathesis as a key step. The potential use of the compounds in the synthesis of valienamine pseudodisaccharides is demonstrated using Mitsunobu coupling chemistry directly between a carbohydrate sulfonamide and the carbasugar C-1 alcohols. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.013
• 作为产物：
  描述：

  溴甲苯 、 ethyl β-D-fructopyranoside 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 ethyl 1,3,4,5-tetra-O-benzyl-β-D-fructopyranoside
  参考文献：
  名称：

  Conversion of fructose into a building block for the synthesis of carbocyclic mannose mimics

  摘要：

  Fructose was converted into C-1 diastereomeric carbocyclic building blocks resembling mannose using ruthenium-catalysed ring-closing metathesis as a key step. The potential use of the compounds in the synthesis of valienamine pseudodisaccharides is demonstrated using Mitsunobu coupling chemistry directly between a carbohydrate sulfonamide and the carbasugar C-1 alcohols. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.013

文献信息

• Conversion of fructose into a building block for the synthesis of carbocyclic mannose mimics
  作者：Clinton Ramstadius、Mikael Boklund、Ian Cumpstey

  DOI：10.1016/j.tetasy.2011.02.013

  日期：2011.2

  Fructose was converted into C-1 diastereomeric carbocyclic building blocks resembling mannose using ruthenium-catalysed ring-closing metathesis as a key step. The potential use of the compounds in the synthesis of valienamine pseudodisaccharides is demonstrated using Mitsunobu coupling chemistry directly between a carbohydrate sulfonamide and the carbasugar C-1 alcohols. (C) 2011 Elsevier Ltd. All rights reserved.