5-deoxy-5-C-hydroxymethyl-β-L-xylo-hex-2-ulopyranose | 231286-48-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-deoxy-5-C-hydroxymethyl-β-L-xylo-hex-2-ulopyranose
• 英文别名: 5-Deoxy-5-(hydroxymethyl)-I+/--L-sorbopyranose；(2R,3S,4R,5S)-2,5-bis(hydroxymethyl)oxane-2,3,4-triol
• CAS: 231286-48-9
• 化学式: C₇H₁₄O₆
• 分子量: 194.185
• InChiKey: LTAWVJMCNZYUJH-BNHYGAARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  110
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-deoxy-5-C-hydroxymethyl-β-L-xylo-hex-2-ulopyranose 在 (H+) ion exchange resin 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 100.0h， 生成 methyl 5-deoxy-5-C-hydroxymethyl-β-L-xylo-hex-2-ulopyranoside
  参考文献：
  名称：

  Enzymatic Synthesis of a Branched-Chain Hexulose: 5-Deoxy-5-C-hydroxymethyl-β-L-xylo-hex-2-ulopyranose

  摘要：

  The coupling of dihydroxyacetone phosphate with 3- hydroxy-2-(hydroxymethyl)propanal (1) in the presence of rabbit muscle aldolase afforded a branched-chain hexulose phosphate isolated in 64% yield as the barium salt 3. The parent, dephosphorylated sugar 4 was converted to its anhydro derivative 8 and glycoside 9.

  DOI：

  10.1002/(sici)1099-0690(199906)1999:6<1415::aid-ejoc1415>3.0.co;2-2
• 作为产物：
  描述：

  5-deoxy-5-C-hydroxymethyl-β-L-xylo-hex-2-ulopyranose 1-phosphate 在 氢氧化钾 、 wheat germ phosphatase 、 水 作用下， 反应 168000.0h， 以3.0 g的产率得到5-deoxy-5-C-hydroxymethyl-β-L-xylo-hex-2-ulopyranose
  参考文献：
  名称：

  Enzymatic Synthesis of a Branched-Chain Hexulose: 5-Deoxy-5-C-hydroxymethyl-β-L-xylo-hex-2-ulopyranose

  摘要：

  The coupling of dihydroxyacetone phosphate with 3- hydroxy-2-(hydroxymethyl)propanal (1) in the presence of rabbit muscle aldolase afforded a branched-chain hexulose phosphate isolated in 64% yield as the barium salt 3. The parent, dephosphorylated sugar 4 was converted to its anhydro derivative 8 and glycoside 9.

  DOI：

  10.1002/(sici)1099-0690(199906)1999:6<1415::aid-ejoc1415>3.0.co;2-2

文献信息

• Enzymatic Synthesis of a Branched-Chain Hexulose: 5-Deoxy-5-C-hydroxymethyl-β-L-xylo-hex-2-ulopyranose
  作者：Serge David

  DOI：10.1002/(sici)1099-0690(199906)1999:6<1415::aid-ejoc1415>3.0.co;2-2

  日期：1999.6

  The coupling of dihydroxyacetone phosphate with 3- hydroxy-2-(hydroxymethyl)propanal (1) in the presence of rabbit muscle aldolase afforded a branched-chain hexulose phosphate isolated in 64% yield as the barium salt 3. The parent, dephosphorylated sugar 4 was converted to its anhydro derivative 8 and glycoside 9.