ethyl 3-O-acetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-α-L-fucopyranoside | 1240385-90-3

• 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: ethyl 3-O-acetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-α-L-fucopyranoside
• 英文别名: Bn(-2)[Bz(-4)]Fuc3Ac(a1-3)[Bn(-2)][Bz(-4)]Fuc(b)-SEt；[(2S,3R,4R,5S,6S)-4-acetyloxy-6-[(2R,3S,4R,5R,6S)-5-benzoyloxy-2-ethylsulfanyl-6-methyl-3-phenylmethoxyoxan-4-yl]oxy-2-methyl-5-phenylmethoxyoxan-3-yl] benzoate
• CAS: 1240385-90-3
• 化学式: C₄₄H₄₈O₁₁S
• 分子量: 784.925
• InChiKey: XZEPOQBYBJOTKI-JJKJPHSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  56
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  ethyl 3-O-acetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-α-L-fucopyranoside 、 octyl 4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside 在 N-碘代丁二酰亚胺 、 silver trifluoromethanesulfonate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 以80.8%的产率得到octyl 3-O-acetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside
  参考文献：
  名称：

  Convenient synthesis of sulfated oligofucosides

  摘要：

  Two types of sulfated octyl tetra- to octaoligofucosides with different sulfation patterns were synthesized employing a combination of stepwise elongation and convergent strategies in which trichloroacetimidates and thioglycosides were selected as the glycosyl donors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.04.006
• 作为产物：
  描述：

  3-O-acetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl trichloroacetimidate 、 ethyl 4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside 在 TMSOTf 作用下， 以 二氯甲烷 为溶剂， 以73.4%的产率得到ethyl 3-O-acetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-α-L-fucopyranoside
  参考文献：
  名称：

  Convenient synthesis of sulfated oligofucosides

  摘要：

  Two types of sulfated octyl tetra- to octaoligofucosides with different sulfation patterns were synthesized employing a combination of stepwise elongation and convergent strategies in which trichloroacetimidates and thioglycosides were selected as the glycosyl donors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.04.006