Acetic acid (2R,3R,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-6-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-3-yl ester | 120818-67-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3R,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-6-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-3-yl ester
• CAS: 120818-67-9
• 化学式: C₃₄H₃₇Cl₃N₂O₁₈
• 分子量: 868.029
• InChiKey: OXPJNAPJETYZMJ-ISXMXARHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.83
• 重原子数：
  57.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  251.97
• 氢给体数：
  1.0
• 氢受体数：
  18.0

反应信息

• 作为产物：
  描述：

  Acetic acid (2R,3R,4R,5R,6S)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 、 [(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-5-[(2R,3R,4S,5R,6R)-4-hydroxy-3,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-2,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl] 2,4,6-trimethylbenzoate 在 三氟化硼乙醚 作用下， 以 1,2-二氯乙烷 为溶剂， 以44%的产率得到Acetic acid (2R,3R,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-6-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  A total synthesis of a stage specific embryonic antigen-3 (SSEA-3), globopentaosyl ceramide, IV3GalGb4Cer. Use of 2,4,6-trimethylbenzoyl group as a stereocontrolling auxiliary

  摘要：

  DOI：

  10.1016/s0040-4039(00)80845-x