((2S,3S,4S,5R,6R)-2,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-acetic acid tert-butyl ester | 705951-26-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((2S,3S,4S,5R,6R)-2,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-acetic acid tert-butyl ester
• CAS: 705951-26-4
• 化学式: C₄₀H₄₆O₈
• 分子量: 654.8
• InChiKey: FGFJGEHRZCJBND-PXNOONKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.04
• 重原子数：
  48.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  81.68
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  ((2S,3S,4S,5R,6R)-2,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-acetic acid tert-butyl ester 在 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.5h， 生成 N-Benzyl-2-((2S,3S,4S,5R,6R)-2,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-N-{[2-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-ethylcarbamoyl]-methyl}-acetamide
  参考文献：
  名称：

  Application of the four-component Ugi condensation for the preparation of sulfated glycoconjugate libraries

  摘要：

  A focused library of novel, sulfated glycoconjugates was synthesized by utilizing carbohydrate-derived blocks in the four-component Ugi condensation. Library members comprise a sulfated monosaccharide linked by various spacers to either in aromatic or monosulfated moiety, or a second sulfated monosaccharide. The affinities of these heparan sulfate (HS) mimetics for the HS-binding fibroblast growth factors FGF-1 and FGF-2 were measured via a surface plasmon resonance solution affinity assay. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.017
• 作为产物：
  描述：

  溴乙酸叔丁酯 、 benzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 ((2S,3S,4S,5R,6R)-2,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-acetic acid tert-butyl ester
  参考文献：
  名称：

  Application of the four-component Ugi condensation for the preparation of sulfated glycoconjugate libraries

  摘要：

  A focused library of novel, sulfated glycoconjugates was synthesized by utilizing carbohydrate-derived blocks in the four-component Ugi condensation. Library members comprise a sulfated monosaccharide linked by various spacers to either in aromatic or monosulfated moiety, or a second sulfated monosaccharide. The affinities of these heparan sulfate (HS) mimetics for the HS-binding fibroblast growth factors FGF-1 and FGF-2 were measured via a surface plasmon resonance solution affinity assay. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.017