(S)-2',3'-O-isopropylidenepropyl 5-chloro-5-deoxy-β-D-riboside | 906662-48-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2',3'-O-isopropylidenepropyl 5-chloro-5-deoxy-β-D-riboside
• 英文别名: (2S,3S,4R,5R)-2-(chloromethyl)-5-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]oxolane-3,4-diol
• CAS: 906662-48-4
• 化学式: C₁₁H₁₉ClO₆
• 分子量: 282.721
• InChiKey: PHFGMFKTBIOQJX-VAPHQMJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-2',3'-O-isopropylidenepropyl 5-chloro-5-deoxy-β-D-riboside 在 硫化氢 、 三氟乙酸 作用下， 以 吡啶 、 水 为溶剂， 生成 (R)-2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinothioyl-2,3-di-O-acetyl-β-D-ribofuranoside
  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：

  四乙酰核糖 在 palladium on activated charcoal 四氯化碳 、 OH^(1-) resin 、 三氟化硼乙醚 、 氢气 、 对甲苯磺酸 、 三苯基膦 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 (S)-2',3'-O-isopropylidenepropyl 5-chloro-5-deoxy-β-D-riboside
  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

文献信息

• Synthesis of Naturally Occurring Arsenic-Containing Carbohydrates
  作者：Pedro Traar、Alice Rumpler、Tobias Madl、Gerald Saischek、Kevin A. Francesconi

  DOI：10.1071/ch08461

  日期：——

  We report the synthesis of (S)-2′-hydroxy-3′-sulfonylpropyl 5-deoxy-5-dimethylarsinoyl-β-d-riboside ammonium salt and (S)-2′-hydroxy-3′-sulfooxypropyl 5-deoxy-5-dimethylarsinoyl-β-d-riboside ammonium salt, two common naturally occurring arsenicals.

  我们报告了 (S)-2′-hydroxy-3′-sulfonylpropyl 5-deoxy-5-dimethylarsinoyl-β-d-riboside ammonium salt 和 (S)-2′-hydroxy-3′-sulfooxypropyl 5-deoxy-5-dimethylarsinoyl-β-driboside ammonium salt 这两种常见天然砷化物的合成。