3-Acetylphenol-2,3,4,6-tetraacetyl-β-D-glucosid | 14581-82-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Acetylphenol-2,3,4,6-tetraacetyl-β-D-glucosid
• 英文别名: Tetraacetyl-(3-acetyl-phenyl)-β-D-glucosid；(3-acetyl-phenyl)-(tetra-O-acetyl-β-D-glucopyranoside)；1-[3-(Tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-aethanon；(3-Acetyl-phenyl)-(tetra-O-acetyl-β-D-glucopyranosid)
• CAS: 14581-82-9
• 化学式: C₂₂H₂₆O₁₁
• 分子量: 466.442
• InChiKey: OOCBTHBEUXWQKW-QMCAAQAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  140.73
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  3-Acetylphenol-2,3,4,6-tetraacetyl-β-D-glucosid 在 水 、 sodium methylate 作用下， 以 甲醇 为溶剂， 以60%的产率得到m-acetylphenyl β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of new UV-B light absorbents: (Acetylphenyl)glycosides with antioxidant activities

  摘要：

  m-Acetylphenyl-beta-D-glucopyranosides and m-acetylphenyl-alpha/beta-D-mannopyranosides were synthesized by the Koenigs-Knorr, Mitsunobu, and Helferich reactions as key glycosylation reactions, respectively. Their spectroscopic properties and antioxidative activities were characterized as potential ultraviolet B-ray absorbents. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.006
• 作为产物：
  描述：

  3-羟基苯乙酮 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 吡啶 、 calcium sulfate 、 碘 、 silver(l) oxide 作用下， 以29%的产率得到3-Acetylphenol-2,3,4,6-tetraacetyl-β-D-glucosid
  参考文献：
  名称：

  Synthesis of new UV-B light absorbents: (Acetylphenyl)glycosides with antioxidant activities

  摘要：

  m-Acetylphenyl-beta-D-glucopyranosides and m-acetylphenyl-alpha/beta-D-mannopyranosides were synthesized by the Koenigs-Knorr, Mitsunobu, and Helferich reactions as key glycosylation reactions, respectively. Their spectroscopic properties and antioxidative activities were characterized as potential ultraviolet B-ray absorbents. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.006

文献信息

• Über die Synthese verschiedener o- und p-Hydroxyphenylalkyl-β-D-glucopyranoside und ihre Spaltbarkeit durch Mandel-Emulsin Mitteilung „Über Phenolglykoside”
  作者：Günther Wagner

  DOI：10.1002/ardp.19572901208

  日期：——