O-(β-D-Galactopyranosyl)-(1->4)-1,5-anhydro-2-deoxy-D-arabino-hexitol | 64879-39-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(β-D-Galactopyranosyl)-(1->4)-1,5-anhydro-2-deoxy-D-arabino-hexitol
• 英文别名: 1,5-anhydro-2-deoxy-4-O-β-D-galactopyranosyl-D-arabinohexitol；(2S,3R,4S,5R,6R)-2-[(2R,3S,4R)-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 64879-39-6
• 化学式: C₁₂H₂₂O₉
• 分子量: 310.301
• InChiKey: DGAIVYHVRKYSCC-ALURDMBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  21
• 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：
  149
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  O-(β-D-Galactopyranosyl)-(1->4)-1,5-anhydro-2-deoxy-D-arabino-hexitol 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以63%的产率得到O-(3,4-O-Isopropylidene-β-D-galactopyranosyl)-(1->4)-1,5-anhydro-2-deoxy-D-arabino-hexitol
  参考文献：
  名称：

  Maeda, Hirokazu; Ito, Kenichi; Ishida, Hideharu, Journal of Carbohydrate Chemistry, 1995, vol. 14, # 3, p. 387 - 406

  摘要：

  DOI：
• 作为产物：
  描述：

  hexa-O-acetyl-D-lactal 在 palladium on activated charcoal 氢气 、 sodium methylate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 O-(β-D-Galactopyranosyl)-(1->4)-1,5-anhydro-2-deoxy-D-arabino-hexitol
  参考文献：
  名称：

  Synthesis of Deoxy Derivatives of Lactose and their Hydrolysis by beta-Galactosidase from E. Coli.

  摘要：

  Methyl 2-deoxy-alpha-lactoside, methyl 3-deoxy-beta-lactoside, 1,5-anhydro-4-O-beta-D-galactopyranosyl-D-glucitol and the 2-deoxy and 2,3-dideoxy derivatives of 1,5-anhydro-4-O-beta-D-galactopyranosyl-D-glucitol have been synthesized by deoxygenation of lactose derivatives at appropriate positions. Cyclohexyl beta-D-galactopyranoside has also been synthesized. All derivatives proved to be substrates for the enzyme beta-galactosidase from E. coli, but the rate of hydrolysis of the substrate analogues was strongly dependent on the nature of the aglycone.

  DOI：

  10.3891/acta.chem.scand.46-0186