[(3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-fluorooxan-3-yl] 2,4,6-trimethylbenzoate | 120818-62-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-fluorooxan-3-yl] 2,4,6-trimethylbenzoate
• CAS: 120818-62-4
• 化学式: C₄₆H₅₉FO₂₅
• 分子量: 1030.96
• InChiKey: PLJHCWUXDMEATF-KNCFLDTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  72
• 可旋转键数：
  28
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  309
• 氢给体数：
  0
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  [(3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-fluorooxan-3-yl] 2,4,6-trimethylbenzoate 、 (2S,3R,4E)-3-O-tert-butyldiphenylsilyl-2-N-tetracosanoylsphingenine 在 silver trifluoromethanesulfonate 、 tin(ll) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 以40%的产率得到[(2R,3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-2-[(E,2S,3S)-3-[tert-butyl(diphenyl)silyl]oxy-2-(tetracosanoylamino)octadec-4-enoxy]-5-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyoxan-3-yl] 2,4,6-trimethylbenzoate
  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
• 作为产物：
  描述：

  [(3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxyoxan-3-yl] 2,4,6-trimethylbenzoate 在 4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 [(3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-fluorooxan-3-yl] 2,4,6-trimethylbenzoate
  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

文献信息

• NUNOMURA, SHIGEKI;OGAWA, TOMOYA, TETRAHEDRON LETT., 29,(1988) N 44, C. 5681-5684
  作者：NUNOMURA, SHIGEKI、OGAWA, TOMOYA

  DOI：——

  日期：——