3-Nitro-3-deoxy-β-D-galactopyranose-methylglucosid | 14218-25-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Nitro-3-deoxy-β-D-galactopyranose-methylglucosid
• 英文别名: Methyl-3-nitro-3-deoxy-β-D-galactopyranosid；Methyl-3-desoxy-3-nitro-β-D-galactopyranosid
• CAS: 14218-25-8
• 化学式: C₇H₁₃NO₇
• 分子量: 223.183
• InChiKey: PQPUXJMPHURQIH-VOQCIKJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.28
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  122.29
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  硝基甲烷 、 (R)-3-hydroxy-2-((R)-1-methoxy-2-oxo-ethoxy)-propionaldehyde 以 甲醇 为溶剂， 以44%的产率得到methyl 3-nitro-β-D-3-deoxy-glucopyranoside
  参考文献：
  名称：

  A stereocontrolled synthesis of 3-acetamido-1,3,5-trideoxy- and 1,3,5,6-tetradeoxy-1,5-imino-d-glucitol

  摘要：

  3-Acetamido-5-amino-3,5,6-trideoxy-D-glucono-1,5-lactam and 3-acetamido-5-amino-3,5-dideoxy-D-glucono-1,5-lactam were synthesized from corresponding 3-acetamido-3-deoxy-beta-D-glucopyranosides in 63% and 35% overall yield, respectively. Acetylation followed by reduction led to the title 3-acetamido-3-deoxy derivatives of both deoxynojirimycin and 1,6-dideoxynojirimycin. The procedure developed is useful for a multi-gram scale. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.03.016