(2'R)-2',3'-dihydroxypropyl 5-deoxy-5-(dimethylarsinoyl)-β-D-riboside | 103476-61-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2'R)-2',3'-dihydroxypropyl 5-deoxy-5-(dimethylarsinoyl)-β-D-riboside
• 英文别名: (R)-2',3'-dihydroxypropyl-5-deoxy-5-dimethylarsinoyl-β-D-riboside；(R)-2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinyl-β-D-riboside；(R)-2,3-dihydroxypropyl-5-deoxy-5-dimethylarsinoyl-β-D-riboside；(R)-2,3-dihydroxypropyl 5-deoxy-5-dimethylarsinyl-β-D-riboside；(R)-2,3-dihydroxypropyl-5-deoxy-5-dimethylarsinyl-β-D-riboside；(2R)-2,3-Dihydroxypropyl 5-deoxy-5-(dimethylarsinyl)-I(2)-D-ribofuranoside；(2R,3R,4S,5S)-2-[(2R)-2,3-dihydroxypropoxy]-5-(dimethylarsorylmethyl)oxolane-3,4-diol
• CAS: 103476-61-5
• 化学式: C₁₀H₂₁AsO₇
• 分子量: 328.194
• InChiKey: GPGHDFGTUWSQOQ-VVULQXIFSA-N

物化性质

• 沸点：
  612.6±65.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.56
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

安全信息

• 安全说明：
  SMutation

反应信息

• 作为反应物：
  描述：

  (2'R)-2',3'-dihydroxypropyl 5-deoxy-5-(dimethylarsinoyl)-β-D-riboside 在 硫化氢 作用下， 以 水 为溶剂， 反应 0.02h， 以93%的产率得到(R)-2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinothioyl-β-D-ribofuranoside
  参考文献：
  名称：

  Synthesis of Naturally Occurring Arsenic-Containing Carbohydrates

  摘要：

  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。

  DOI：

  10.1071/ch08461
• 作为产物：
  描述：

  1-乙酰氧基-2,3,5-三苯甲酰氧基-1-beta-D-呋喃核糖 在 吡啶 、 盐酸 、 双氧水 、 sodium methylate 、 sodium 、 N-(dichloromethylene)-N,N-diethylammonium chloride 、 N,N-二异丙基乙胺 、 乙酰氯 、 三氟乙酸 、 mercury dibromide 作用下， 以 四氢呋喃 、 甲醇 、 硝基甲烷 、 二氯甲烷 为溶剂， 反应 14.42h， 生成 (2'R)-2',3'-dihydroxypropyl 5-deoxy-5-(dimethylarsinoyl)-β-D-riboside
  参考文献：
  名称：

  McAdam, David P.; Perera, Anna M. A.; Stick, Robert V., Australian Journal of Chemistry, 1987, vol. 40, # 11, p. 1901 - 1908

  摘要：

  DOI：

文献信息

• The synthesis of (R)-2′,3′-dihydroxypropyl 5-deoxy-5-dimethylarsinoyl-β-D-riboside, a naturally-occurring, arsenic-containing carbohydrate
  作者：David P McAdam、Robert V Stick

  DOI：10.1016/s0040-4039(00)83989-1

  日期：1986.1
• ——
  作者：Robert V. Stick、Keith A. Stubbs、D. Matthew G. Tilbrook

  DOI：10.1071/ch01036

  日期：——

  An efficient synthesis of (R)-2,3-dihydroxypropyl 5-deoxy-5-dimethylarsinyl-beta -D-riboside, a common marine arsenical, from D-ribose, (S)-2,3-dibenzyloxypropanol and iododimethylarsine is described.
• Synthetic routes for naturally-occurring arsenic-containing ribosides
  作者：Pedro Traar、Kevin A. Francesconi

  DOI：10.1016/j.tetlet.2006.05.128

  日期：2006.7

  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.
• 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。
• McAdam, David P.; Perera, Anna M. A.; Stick, Robert V., Australian Journal of Chemistry, 1987, vol. 40, # 11, p. 1901 - 1908
  作者：McAdam, David P.、Perera, Anna M. A.、Stick, Robert V.

  DOI：——

  日期：——