2,3,4-tri-O-benzoyl-6-S-phenyl-6-thio-α-D-galactopyranosyl trichloroacetimidate | 402730-85-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4-tri-O-benzoyl-6-S-phenyl-6-thio-α-D-galactopyranosyl trichloroacetimidate
• 英文别名: Bz(-2)[Bz(-3)][Bz(-4)][PhS(-6d)]Gal(a)-O-C(NH)CCl3；[(2S,3R,4S,5R,6R)-4,5-dibenzoyloxy-2-(phenylsulfanylmethyl)-6-(2,2,2-trichloroethanimidoyl)oxyoxan-3-yl] benzoate
• CAS: 402730-85-2
• 化学式: C₃₅H₂₈Cl₃NO₈S
• 分子量: 729.034
• InChiKey: OGHJWMWYXCBSRJ-SMWBDTCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  48
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  147
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,3,4-tri-O-benzoyl-6-S-phenyl-6-thio-α-D-galactopyranosyl trichloroacetimidate 在 吡啶 、 磺酰氯 、 三氟甲磺酸三甲基硅酯 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 methyl (cholesterol-3β-yl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside)uronate
  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：

  1,2:3,4-di-O-isopropylidene-6-S-phenyl-6-thio-α-D-galactopyranoside 在 氨 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 2,3,4-tri-O-benzoyl-6-S-phenyl-6-thio-α-D-galactopyranosyl trichloroacetimidate
  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