1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone | 282538-11-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone
• 英文别名: [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-(2-oxo-3-phenylpropyl)oxan-2-yl]methyl acetate
• CAS: 282538-11-8
• 化学式: C₂₃H₂₈O₁₀
• 分子量: 464.469
• InChiKey: WHOKUFBHAKYLOP-JFDBCFPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  33
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  132
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone 在 盐酸羟胺 、 sodium methylate 、 sodium acetate 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 20.75h， 生成 1-C-β-D-glucopyranosyl-3-phenylacetone oxime
  参考文献：
  名称：

  Synthetic Approaches to C-Glucosinolates

  摘要：

  In these pages, short and efficient synthetic approaches to C-analogs of glucosinolates are described. Starting from D-glucose, C-glucotropaeolin (6) and C-glucocapparin (11) were synthesized in three steps. Preliminary enzymatic assays involving sulfatase and myrosinase have been performed. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00153-8
• 作为产物：
  描述：

  乙酸酐 、 1-C-(β-D-glucopyranosyl)-3-phenylacetone 在 吡啶 作用下， 反应 15.0h， 以79%的产率得到1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone
  参考文献：
  名称：

  Synthetic Approaches to C-Glucosinolates

  摘要：

  In these pages, short and efficient synthetic approaches to C-analogs of glucosinolates are described. Starting from D-glucose, C-glucotropaeolin (6) and C-glucocapparin (11) were synthesized in three steps. Preliminary enzymatic assays involving sulfatase and myrosinase have been performed. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00153-8