2-[(2R,3R,4R,5S,6R)-5-[[(4aR,6S,7R,8R,8aR)-7,8-dihydroxy-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-6-(phenylmethoxymethyl)-2-prop-2-enoxyoxan-3-yl]isoindole-1,3-dione | 118590-75-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[(2R,3R,4R,5S,6R)-5-[[(4aR,6S,7R,8R,8aR)-7,8-dihydroxy-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-6-(phenylmethoxymethyl)-2-prop-2-enoxyoxan-3-yl]isoindole-1,3-dione
• CAS: 118590-75-3
• 化学式: C₆₀H₆₇NO₁₆
• 分子量: 1058.19
• InChiKey: WJXLBPSQBPGOPX-YPZCSQGBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  77
• 可旋转键数：
  21
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  189
• 氢给体数：
  2
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  2-[(2R,3R,4R,5S,6R)-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-6-(phenylmethoxymethyl)-2-prop-2-enoxy-5-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]isoindole-1,3-dione 生成 2-[(2R,3R,4R,5S,6R)-5-[[(4aR,6S,7R,8R,8aR)-7,8-dihydroxy-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-4-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-6-(phenylmethoxymethyl)-2-prop-2-enoxyoxan-3-yl]isoindole-1,3-dione
  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。