pent-4'-enyl 1-thio-β-D-glucopyranoside | 191341-68-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: pent-4'-enyl 1-thio-β-D-glucopyranoside
• CAS: 191341-68-1
• 化学式: C₁₁H₂₀O₅S
• 分子量: 264.343
• InChiKey: MXNLDKCQZXDKGM-NZFPMDFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.51
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  90.15
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  pent-4'-enyl 1-thio-β-D-glucopyranoside 在 4 A molecular sieve 、 sodium hydride 、 oxy>iodo>benzene 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-(((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)oxy)tetrahydro-2H-pyran
  参考文献：
  名称：

  Synthesis of TN and T Antigen Glycopeptide Sequences of tumor-associated MUC-1 usingS-pent-4-enyl thioglycosides

  摘要：

  The syntheses of glycopeptides 34 and 38 with tumor associated T-N and T antigen structure containing a partial sequence of the tandem repeat unit of the polymorphic epithelial mucin MUC-1 were achieved via fragment condensations. Electrophilic activation of S-pent-4-enyl thioglycosides was applied for the construction of O-glycosyl amino acid and saccharide building blocks.

  DOI：

  10.1002/prac.19973390160
• 作为产物：
  描述：

  pent-4'-enyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 pent-4'-enyl 1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of TN and T Antigen Glycopeptide Sequences of tumor-associated MUC-1 usingS-pent-4-enyl thioglycosides

  摘要：

  The syntheses of glycopeptides 34 and 38 with tumor associated T-N and T antigen structure containing a partial sequence of the tandem repeat unit of the polymorphic epithelial mucin MUC-1 were achieved via fragment condensations. Electrophilic activation of S-pent-4-enyl thioglycosides was applied for the construction of O-glycosyl amino acid and saccharide building blocks.

  DOI：

  10.1002/prac.19973390160