3-deoxy-2-pentulose | 16397-95-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-deoxy-2-pentulose
• 英文别名: 3-deoxy-L-xylosone；(4R)-4,5-dihydroxy-2-oxopentanal
• CAS: 16397-95-8
• 化学式: C₅H₈O₄
• 分子量: 132.116
• InChiKey: QFNWRVAZZYFNCF-RXMQYKEDSA-N

物化性质

• 沸点：
  316.5±32.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-deoxy-2-pentulose 、 邻苯二胺 以 various solvent(s) 为溶剂， 反应 3.0h， 以58%的产率得到2-(2',3'-dihydroxypropyl)quinoxaline
  参考文献：
  名称：

  Characterization of precursors and elucidation of the reaction pathway leading to a novel coloured 2H,7H,8aH-pyrano[2,3-b]pyran-3-one from pentoses by quantitative studies and application of 13C-labelling experiments

  摘要：

  The intensely coloured (1R,8aR)- and (1S,8aR)-4-(2-furyl)-7-[(2-furyl)methylidene]-2-hydroxy-2H,7H,8aH-pyrano[2,3-b]pyran-3-one (1a/1b) have recently been identified among the main coloured compounds formed in the presence of pentoses. To clarify its formation pathway, quantitative studies on the effectivity of certain carbohydrate degradation products as precursors of 1a/1b were performed indicating the 3-deoxypentose-2-ulose, furan-2-carboxaldehyde and hydroxyacetaldehyde as the penultimate precursors of the colourant. In addition, a labelling experiment with [C-13(1)]-xylose was performed to elucidate how these precursors are transformed into 1a/1b. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00280-8
• 作为产物：
  描述：

  维生素 C 生成 3-deoxy-2-pentulose
  参考文献：
  名称：

  SHIN, DONG BUM;FEATHER, MILTON S., CARBOHYDR. RES., 208,(1990) C. 246-250

  摘要：

  DOI：

文献信息

• 3-Deoxy-l-glycero-pentos-2-ulose (3-deoxy-l-xylosone) and l-threo-pentos-2-ulose (l-xylosone) as intermediates in the degradation of l-ascorbic acid
  作者：Dong Bum Shin、Milton S. Feather

  DOI：10.1016/0008-6215(90)80104-b

  日期：1990.12
• Characterization of precursors and elucidation of the reaction pathway leading to a novel coloured 2H,7H,8aH-pyrano[2,3-b]pyran-3-one from pentoses by quantitative studies and application of 13C-labelling experiments
  作者：Thomas Hofmann

  DOI：10.1016/s0008-6215(98)00280-8

  日期：1998.12

  The intensely coloured (1R,8aR)- and (1S,8aR)-4-(2-furyl)-7-[(2-furyl)methylidene]-2-hydroxy-2H,7H,8aH-pyrano[2,3-b]pyran-3-one (1a/1b) have recently been identified among the main coloured compounds formed in the presence of pentoses. To clarify its formation pathway, quantitative studies on the effectivity of certain carbohydrate degradation products as precursors of 1a/1b were performed indicating the 3-deoxypentose-2-ulose, furan-2-carboxaldehyde and hydroxyacetaldehyde as the penultimate precursors of the colourant. In addition, a labelling experiment with [C-13(1)]-xylose was performed to elucidate how these precursors are transformed into 1a/1b. (C) 1998 Elsevier Science Ltd. All rights reserved.
• SHIN, DONG BUM;FEATHER, MILTON S., CARBOHYDR. RES., 208,(1990) C. 246-250
  作者：SHIN, DONG BUM、FEATHER, MILTON S.

  DOI：——

  日期：——