3-vinyl-2-hydroxypropanal | 138851-90-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-vinyl-2-hydroxypropanal
• 英文别名: 2-hydroxy-4-pentenal；Allyl ketoalcohol；2-hydroxypent-4-enal
• CAS: 138851-90-8
• 化学式: C₅H₈O₂
• 分子量: 100.117
• InChiKey: FRBAGXLZGGLKKP-UHFFFAOYSA-N

物化性质

• 沸点：
  165.8±28.0 °C(Predicted)
• 密度：
  0.987±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-vinyl-2-hydroxypropanal 在 sodium hydroxide 、 phosphate buffer 、 sodium formate 、 焦磷酸硫胺素 、 NADH 、 Lithium hydroxypyruvate 、 magnesium chloride 作用下， 以 水 为溶剂， 反应 72.0h， 生成 (+)-xylo-(4R,5S,6S)-hept-1-ene-4,5,6,7-tetrol
  参考文献：
  名称：

  Substrate specificity and carbohydrate synthesis using transketolase

  摘要：

  This paper describes the use of the enzyme transketolase as a catalyst in organic synthesis. The properties of transketolase from both yeast and spinach were investigated. The yeast enzyme was found to be more convenient for routine use. Examination of the substrate specificity of yeast transketolase demonstrated that the enzyme accepts a wide variety of 2-hydroxy aldehydes as substrates. A practical protocol for transketolase-catalyzed condensation of hydroxypyruvic acid with these aldehydes has been developed and used for the synthesis of four carbohydrates: L-idose, L-gulose, 2-deoxy-L-xylohexose, and L-xylose.

  DOI：

  10.1021/jo00048a023
• 作为产物：
  描述：

  3-vinyl-2-hydroxypropanal diethyl acetal 在 buffer pH 1 作用下， 反应 20.0h， 生成 3-vinyl-2-hydroxypropanal
  参考文献：
  名称：

  Liu, Kevin K.-C.; Pederdon, Richard L.; Wong, Chi-Huey, Journal of the Chemical Society. Perkin transactions I, 1991, p. 2669 - 2673

  摘要：

  DOI：

文献信息

• Substrate specificity and carbohydrate synthesis using transketolase
  作者：Yoshihiro Kobori、David C. Myles、George M. Whitesides

  DOI：10.1021/jo00048a023

  日期：1992.10

  This paper describes the use of the enzyme transketolase as a catalyst in organic synthesis. The properties of transketolase from both yeast and spinach were investigated. The yeast enzyme was found to be more convenient for routine use. Examination of the substrate specificity of yeast transketolase demonstrated that the enzyme accepts a wide variety of 2-hydroxy aldehydes as substrates. A practical protocol for transketolase-catalyzed condensation of hydroxypyruvic acid with these aldehydes has been developed and used for the synthesis of four carbohydrates: L-idose, L-gulose, 2-deoxy-L-xylohexose, and L-xylose.
• Liu, Kevin K.-C.; Pederdon, Richard L.; Wong, Chi-Huey, Journal of the Chemical Society. Perkin transactions I, 1991, p. 2669 - 2673
  作者：Liu, Kevin K.-C.、Pederdon, Richard L.、Wong, Chi-Huey

  DOI：——

  日期：——