phenylsulfenyl 2,3,4,6-tetra-O-trichloroacetyl-β-D-glucopyranoside | 1072785-93-3

• 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: phenylsulfenyl 2,3,4,6-tetra-O-trichloroacetyl-β-D-glucopyranoside
• CAS: 1072785-93-3
• 化学式: C₂₀H₁₂Cl₁₂O₁₀S
• 分子量: 869.811
• InChiKey: DTYBJJBVLQEATM-NHTUVDCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.28
• 重原子数：
  43.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  131.5
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  S-phenyl 2,3,4,6-tetra-O-trichloroacetyl-β-D-glucopyranoside 在 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以49%的产率得到phenylsulfenyl 2,3,4,6-tetra-O-trichloroacetyl-β-D-glucopyranoside
  参考文献：
  名称：

  Studies on the Stereoselective Synthesis of C-Allyl Glycosides

  摘要：

  An investigation was carried out to explore the use of sulfoxide donors as common precursors to stereoisomeric C-glycoconjugates of glycoprotein and glycolipid tumor antigens. A study focusing on the effects of reaction conditions and substrate structure on the stereoselectivity of allylation was carried out. Although conditions were realized to selectively afford alpha-allylation products in good to excellent yields, the search for conditions favoring beta-selectivity proved less successful.

  DOI：

  10.1021/ol801710s