[(2R,3S,4S,5R,6S)-4-acetyloxy-6-[[(2R,3S,4R)-5-(1,3-dioxoisoindol-2-yl)-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-2-(phenylmethoxymethyl)-3,4-dihydro-2H-pyran-3-yl]oxy]-5-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl] acetate | 118590-82-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4S,5R,6S)-4-acetyloxy-6-[[(2R,3S,4R)-5-(1,3-dioxoisoindol-2-yl)-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-2-(phenylmethoxymethyl)-3,4-dihydro-2H-pyran-3-yl]oxy]-5-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl] acetate
• CAS: 118590-82-2
• 化学式: C₇₂H₇₃NO₁₇
• 分子量: 1224.37
• InChiKey: UNFRDFFPWYRXQE-NVLQKOIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  90
• 可旋转键数：
  29
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  192
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  [(2R,3S,4S,5R,6S)-4-acetyloxy-6-[(2R,3S,4R,5R,6S)-5-(1,3-dioxoisoindol-2-yl)-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-2-(phenylmethoxymethyl)-6-(2,2,2-trichloroethanimidoyl)oxyoxan-3-yl]oxy-5-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl] acetate 生成 [(2R,3S,4S,5R,6S)-4-acetyloxy-6-[[(2R,3S,4R)-5-(1,3-dioxoisoindol-2-yl)-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-2-(phenylmethoxymethyl)-3,4-dihydro-2H-pyran-3-yl]oxy]-5-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl] acetate
  参考文献：
  名称：

  SATO, SUSUMU;ITO, YUKISHIGE;OGAWA, TOMOYA, TETRAHEDRON LETT., 29,(1988) N 41, C. 5267-5270

  摘要：

  DOI：

文献信息

• A total synthesis of dimeric Lex antigen, III3V3Fuc2nLc6Cer: Pivaloyl auxiliary for stereocontrolled glycosylation
  作者：Susumu Sato、Yukishige Ito、Tomoya Ogawa

  DOI：10.1016/s0040-4039(00)80733-9

  日期：1988.1

  A first total synthesis of dimeric Lex glycooctaosyl ceramide was achieved in a stereocontrolled manner. Synthetic experiments were designed so as to evidence the advantage for the use of O-2a pivaloyl over O-2a acetyl group as a stereocontrolling auxiliary.

  以立体控制的方式实现了二聚体Le x糖基葡糖基神经酰胺的第一个全合成。设计合成实验以证明使用O-2a新戊酰基优于O-2a乙酰基作为立体控制助剂。