1-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)-2-(methanesulfonyloxy)ethane | 847655-29-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)-2-(methanesulfonyloxy)ethane
• 英文别名: [(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(2-methylsulfonyloxyethoxy)oxan-2-yl]methyl acetate
• CAS: 847655-29-2
• 化学式: C₁₇H₂₆O₁₃S
• 分子量: 470.452
• InChiKey: NXJQOCYKJBTCKN-DRRXZNNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  175
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)-2-(methanesulfonyloxy)ethane 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以86%的产率得到1-(β-D-galactopyranosyloxy)-2-(methanesulfonyloxy)ethane
  参考文献：
  名称：

  Synthesis and NMR characterization of hydroxyurea and mesylglycol glycoconjugates as drug candidates for targeted cancer chemotherapy

  摘要：

  Tumor targeting of glycoconjugated antineoplastic agents is a strategy currently under investigation for cancer chemotherapy. We have synthesized the glucosides and galactosides of the clinically established drug hydroxyurea and of mesylglycol, the reactive moiety of the anticancer drug busulfan. Glycosides of hydroxyurea were obtained by carbamoylation of hydroxylamine glycosides. The glycosides of mesylglycol were synthesized by mesylation of protected glycol glycosides. All compounds were characterized by detailed H-1 and C-13 NMR analysis. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2004.11.024
• 作为产物：
  描述：

  2,3,4,6-四乙酰氧基-alpha-D-吡喃糖溴化物 、 alkaline earth salt of/the/ methylsulfuric acid 在 3 A molecular sieve 、 mercury dibromide 、 mercury(II) oxide 作用下， 以 吡啶 、 乙腈 为溶剂， 反应 22.0h， 生成 1-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)-2-(methanesulfonyloxy)ethane
  参考文献：
  名称：

  Synthesis and NMR characterization of hydroxyurea and mesylglycol glycoconjugates as drug candidates for targeted cancer chemotherapy

  摘要：

  Tumor targeting of glycoconjugated antineoplastic agents is a strategy currently under investigation for cancer chemotherapy. We have synthesized the glucosides and galactosides of the clinically established drug hydroxyurea and of mesylglycol, the reactive moiety of the anticancer drug busulfan. Glycosides of hydroxyurea were obtained by carbamoylation of hydroxylamine glycosides. The glycosides of mesylglycol were synthesized by mesylation of protected glycol glycosides. All compounds were characterized by detailed H-1 and C-13 NMR analysis. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2004.11.024