pent-4'-enyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside | 191341-63-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: pent-4'-enyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside
• 英文别名: [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-pent-4-enylsulfanyloxan-2-yl]methyl acetate
• CAS: 191341-63-6
• 化学式: C₁₉H₂₈O₉S
• 分子量: 432.492
• InChiKey: CRUBBTWAVYAYRJ-FQBWVUSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  29.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  114.43
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  1-硫代-b-D-葡萄糖四乙酸酯 、 5-溴-1-戊烯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 反应 0.75h， 以4%的产率得到pent-4'-enyl 2,3,4,6-tetra-O-acetyl-1-thio-α-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

文献信息

• KONRADSSON, PETER;MOOTOO, DAVID R.;MCDEVITT, ROBERT E.;FRASER-REID, BERT, J. CHEM. SOC. CHEM. COMMUN.,(1990) N, C. 270-272
  作者：KONRADSSON, PETER、MOOTOO, DAVID R.、MCDEVITT, ROBERT E.、FRASER-REID, BERT

  DOI：——

  日期：——