[(2S,3S,4R,5R,6S)-6-[(2R,3R,4S,5R,6R)-5-acetyloxy-2-[(2R,3S,4R,6S)-3-acetyloxy-2-[(4-methylphenyl)sulfonyloxymethyl]-6-(2-trimethylsilylethoxy)oxan-4-yl]oxy-6-[(4-methylphenyl)sulfonyloxymethyl]-3-phenylsulfanyloxan-4-yl]oxy-4-hydroxy-5-iodo-2,4-dimethyloxan-3-yl] 2-methylpropanoate | 142866-00-0

• 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: [(2S,3S,4R,5R,6S)-6-[(2R,3R,4S,5R,6R)-5-acetyloxy-2-[(2R,3S,4R,6S)-3-acetyloxy-2-[(4-methylphenyl)sulfonyloxymethyl]-6-(2-trimethylsilylethoxy)oxan-4-yl]oxy-6-[(4-methylphenyl)sulfonyloxymethyl]-3-phenylsulfanyloxan-4-yl]oxy-4-hydroxy-5-iodo-2,4-dimethyloxan-3-yl] 2-methylpropanoate
• CAS: 142866-00-0
• 化学式: C₅₂H₇₁IO₁₉S₃Si
• 分子量: 1251.31
• InChiKey: CNDFLQXVANBZHZ-CKJLYLIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.27
• 重原子数：
  76.0
• 可旋转键数：
  22.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  241.25
• 氢给体数：
  1.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  [(2S,3S,4R,5R,6S)-6-[(2R,3R,4S,5R,6R)-5-acetyloxy-2-[(2R,3S,4R,6S)-3-acetyloxy-2-[(4-methylphenyl)sulfonyloxymethyl]-6-(2-trimethylsilylethoxy)oxan-4-yl]oxy-6-[(4-methylphenyl)sulfonyloxymethyl]-3-phenylsulfanyloxan-4-yl]oxy-4-hydroxy-5-iodo-2,4-dimethyloxan-3-yl] 2-methylpropanoate 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到
  参考文献：
  名称：

  Synthesis of C-D-E trisaccharide precursors of olivomycin A.

  摘要：

  Syntheses of functionalized C-D-E trisaccharide precursors (16, 5) of olivomycin A are reported. A stereoselective C-D beta-glycosidation was accomplished by employing 2-deoxy-2-(phenylthio)-alpha-glucotrichloro-acetimidate 8. The alpha-D-E glycosidic linkage was introduced by using 2-deoxy-2-iodo-alpha-glycosyl acetate donor 14 as the glycosyl transfer agent.

  DOI：

  10.1021/jo00044a010
• 作为产物：
  描述：

  4-O-acetyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-thiophenyl-6-O-p-toluenesulfonyl-1-trichloroacetimido-α-D-glucopyranose 在 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 triethylamine tris(hydrogen fluoride) 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.08h， 生成 [(2S,3S,4R,5R,6S)-6-[(2R,3R,4S,5R,6R)-5-acetyloxy-2-[(2R,3S,4R,6S)-3-acetyloxy-2-[(4-methylphenyl)sulfonyloxymethyl]-6-(2-trimethylsilylethoxy)oxan-4-yl]oxy-6-[(4-methylphenyl)sulfonyloxymethyl]-3-phenylsulfanyloxan-4-yl]oxy-4-hydroxy-5-iodo-2,4-dimethyloxan-3-yl] 2-methylpropanoate
  参考文献：
  名称：

  Synthesis of C-D-E trisaccharide precursors of olivomycin A.

  摘要：

  Syntheses of functionalized C-D-E trisaccharide precursors (16, 5) of olivomycin A are reported. A stereoselective C-D beta-glycosidation was accomplished by employing 2-deoxy-2-(phenylthio)-alpha-glucotrichloro-acetimidate 8. The alpha-D-E glycosidic linkage was introduced by using 2-deoxy-2-iodo-alpha-glycosyl acetate donor 14 as the glycosyl transfer agent.

  DOI：

  10.1021/jo00044a010