(1,2:3,4-di-O-isopropylidene-D-galactosyl)-4,6-di-O-acetyl-2-deoxy-α-D-erythro-hexopyranosid-3-ulose | 862252-88-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1,2:3,4-di-O-isopropylidene-D-galactosyl)-4,6-di-O-acetyl-2-deoxy-α-D-erythro-hexopyranosid-3-ulose
• 英文别名: [(2R,3R,6S)-3-acetyloxy-4-oxo-6-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methoxy]oxan-2-yl]methyl acetate
• CAS: 862252-88-8
• 化学式: C₂₂H₃₂O₁₂
• 分子量: 488.489
• InChiKey: WWEIZCPWKMUNTG-VMEVAKLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  134
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  4,6-di-O-acetyl-1,5-anhydro-2-deoxy-D-erythro-hex-1-en-3-ulose 、 双丙酮半乳糖 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以72%的产率得到(1,2:3,4-di-O-isopropylidene-D-galactosyl)-4,6-di-O-acetyl-2-deoxy-α-D-erythro-hexopyranosid-3-ulose
  参考文献：
  名称：

  Microwave-assisted stereoselective α-2-deoxyglycosylation of hex-1-en-3-uloses

  摘要：

  alpha-2-Deoxyglycosides were successfully synthesized by means of microwave-assisted glycosylation. Hex-1-en-3-uloses were treated with a catalytic amount of AlCl3 and various O-nucleophiles including alcohols and sugars under microwave conditions. The desired alpha-2-deoxy-ulosides products were obtained in good to excellent yields with high stereoselectivity (alpha/beta >= 88/12). Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.049