ethyl 2,3,4-tri-O-benzoyl-6-S-phenyl-6-thio-1-thio-β-D-glucopyranoside | 291774-69-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2,3,4-tri-O-benzoyl-6-S-phenyl-6-thio-1-thio-β-D-glucopyranoside
• 英文别名: ethyl 2,3,4-tri-O-benzoyl-6-phenylthio-6-deoxy-1-thio-β-D-glucopyranoside；[(2S,3S,4S,5R,6S)-4,5-dibenzoyloxy-6-ethylsulfanyl-2-(phenylsulfanylmethyl)oxan-3-yl] benzoate
• CAS: 291774-69-1
• 化学式: C₃₅H₃₂O₇S₂
• 分子量: 628.767
• InChiKey: IFVBCVVQHHHYIS-XVZOBNEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  139
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl 2,3,4-tri-O-benzoyl-6-S-phenyl-6-thio-1-thio-β-D-glucopyranoside 在 吡啶 、 磺酰氯 、 三氟甲烷磺酸甲酯 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 methyl [methyl (2,3,4-tri-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside
  参考文献：
  名称：

  6-S-Phenyl-glycopyranosides as ready precursors to the synthesis of glycuronides

  摘要：

  6-S-Phenyl-gluco/galactopyranosides, readily prepared from the corresponding 6-hydroxy-glycosides, were demonstrated to be effective glycosyl donors or acceptors. The resulting coupling products were then easily converted into the corresponding glycuronidecontaining compounds under mild conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00959-0
• 作为产物：
  描述：

  ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside 、 二苯二硫醚 在 三丁基膦 作用下， 以 吡啶 为溶剂， 反应 24.0h， 以92%的产率得到ethyl 2,3,4-tri-O-benzoyl-6-S-phenyl-6-thio-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  6-S-Phenyl-glycopyranosides as ready precursors to the synthesis of glycuronides

  摘要：

  6-S-Phenyl-gluco/galactopyranosides, readily prepared from the corresponding 6-hydroxy-glycosides, were demonstrated to be effective glycosyl donors or acceptors. The resulting coupling products were then easily converted into the corresponding glycuronidecontaining compounds under mild conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00959-0

文献信息

• A Novel and Effective Procedure for the Preparation of Glucuronides
  作者：Biao Yu、Xiangming Zhu、Yongzheng Hui

  DOI：10.1021/ol0062143

  日期：2000.8.1

  [GRAPHICS]6-Phenylthio-6-deoxy D-glucopyranosides were easily prepared from 6-hydroxy-D-glucopyranosides and employed as effective glycosyl donors or accepters. And the resulting coupling products were then readily converted into the corresponding D-glucuronide-containing compounds.
• 6-S-Phenyl-glycopyranosides as ready precursors to the synthesis of glycuronides
  作者：Biao Yu、Xiangming Zhu、Yongzheng Hui

  DOI：10.1016/s0040-4020(01)00959-0

  日期：2001.11

  6-S-Phenyl-gluco/galactopyranosides, readily prepared from the corresponding 6-hydroxy-glycosides, were demonstrated to be effective glycosyl donors or acceptors. The resulting coupling products were then easily converted into the corresponding glycuronidecontaining compounds under mild conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.