octyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-glucopyranoside | 724771-79-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: octyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-glucopyranoside
• CAS: 724771-79-3
• 化学式: C₃₉H₄₈O₉
• 分子量: 660.805
• InChiKey: ZKPINNSSZAYNCS-JTDOPDNRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.89
• 重原子数：
  48.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  106.59
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  octyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-glucopyranoside 在 chromium(VI) oxide 、 高碘酸 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 以74%的产率得到octyl 2,3,4-tri-O-acetyl-β-D-glucopyranosiduronic acid
  参考文献：
  名称：

  Synthesis of sugar-based chelating surfactants for metal removal from wastewater

  摘要：

  Four chelating surfactants were synthesized in a few steps from octyl D-glucosides. Their main interfacial properties were determined, and their flotation properties were evaluated on a laboratory scale using Fe(III) as a model contaminant metal. The performance on metal extraction was mainly dependent on the complexing functional group, but the surfactant efficiency was also important. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.01.015
• 作为产物：
  描述：

  (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-((8-acetoxyoctyl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 lipase Amano P 、 碘 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 异丙醚 、 水 、 二甲基亚砜 为溶剂， 反应 48.92h， 生成 octyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-glucopyranoside
  参考文献：
  名称：

  Chemoenzymatic synthesis of rhodiooctanoside isolated from Chinese medicines, rhodiolae radix

  摘要：

  Direct beta-glucosidation between 1,8-octanediol 5 and D-glucose 6 using the immobilized beta-glucosidase (EC 3.2.1.21) from almonds with the synthetic prepolymer ENTP-4000 gave mono-beta-glucoside 3 in 58% yield, which was converted into n-octyl beta-D-glucopyranoside 2 by means of a chemoenzymatic method. The coupling of n-octyl beta-D-glucopyranoside congener 15 and 2,3,4-tri-O-acetyl-alpha-L-arabinopyranosyl bromide 17, followed by deprotection afforded the synthetic rhodiooctanoside 1, which was identical with natural 1 with respect to the spectral data and specific rotation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.03.046