[(2S,3S,4R,5R)-4-acetyloxy-2-(dimethylarsinothioylmethyl)-5-[(2S)-2-hydroxy-3-(4-methylphenyl)sulfonyloxypropoxy]oxolan-3-yl] acetate | 906662-52-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2S,3S,4R,5R)-4-acetyloxy-2-(dimethylarsinothioylmethyl)-5-[(2S)-2-hydroxy-3-(4-methylphenyl)sulfonyloxypropoxy]oxolan-3-yl] acetate
• CAS: 906662-52-0
• 化学式: C₂₁H₃₁AsO₁₀S₂
• 分子量: 582.525
• InChiKey: PSWGSGYKOHDJFW-OUJGAGHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  175
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [(2S,3S,4R,5R)-4-acetyloxy-2-(dimethylarsinothioylmethyl)-5-[(2S)-2-hydroxy-3-(4-methylphenyl)sulfonyloxypropoxy]oxolan-3-yl] acetate 在 双氧水 、 sodium sulfite 作用下， 以 甲醇 、 水 为溶剂， 生成 (S)-2'-hydroxy-3'-sulfonylpropyl 5-deoxy-5-dimethylarsinoyl-β-D-ribofuranoside ammonium salt
  参考文献：
  名称：

  Synthetic routes for naturally-occurring arsenic-containing ribosides

  摘要：

  The synthesis of (R)-2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinoyl-beta-D-riboside, (S)-2'-hydroxy-3'-sulfonylpropyl 5-deoxy-5-dimethylarsinoyl-beta-D-riboside and (S)-2'-hydroxy-3'-sulfooxypropyl 5-deoxy-5-dimethylarsinoyl-beta-D-riboside, common naturally-occurring arsenicals in algae and molluscs, is reported. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.128
• 作为产物：
  描述：

  (S)-2',3'-O-isopropylidenepropyl β-D-riboside 在 四氯化碳 、 硫化氢 、 二正丁基氧化锡 、 三乙胺 、 三苯基膦 、 三氟乙酸 作用下， 以 吡啶 、 二氯甲烷 、 水 为溶剂， 生成 [(2S,3S,4R,5R)-4-acetyloxy-2-(dimethylarsinothioylmethyl)-5-[(2S)-2-hydroxy-3-(4-methylphenyl)sulfonyloxypropoxy]oxolan-3-yl] acetate
  参考文献：
  名称：

  Synthetic routes for naturally-occurring arsenic-containing ribosides

  摘要：

  The synthesis of (R)-2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinoyl-beta-D-riboside, (S)-2'-hydroxy-3'-sulfonylpropyl 5-deoxy-5-dimethylarsinoyl-beta-D-riboside and (S)-2'-hydroxy-3'-sulfooxypropyl 5-deoxy-5-dimethylarsinoyl-beta-D-riboside, common naturally-occurring arsenicals in algae and molluscs, is reported. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.128