N-acetyl-α-L-fucosamine | 41897-81-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-acetyl-α-L-fucosamine
• 英文别名: N-ACETYL-alpha-L-FUCOSAMINE；N-[(2R,3S,4S,5S,6S)-2,4,5-trihydroxy-6-methyloxan-3-yl]acetamide
• CAS: 41897-81-8；75775-94-9；117221-61-1；120057-43-4；75775-93-8
• 化学式: C₈H₁₅NO₅
• 分子量: 205.211
• InChiKey: XOCCAGJZGBCJME-WBAUUHMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  99
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-azido-1-O-nitro-3,4-di-O-acetyl-L-fucose 在 甲醇 、 sodium methylate 、 sodium acetate 、 溶剂黄146 、 1,2-双(二苯基膦)乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 生成 N-acetyl-α-L-fucosamine
  参考文献：
  名称：

  Azidonitration of Di-O-acetyl-L-fucal: X-Ray Crystal Structures of Intermediate Azidodeoxysugars and of the Bacterial Aminosugar N-Acetyl-L-fucosamine

  摘要：

  The azidonitration of di-O-acetyl-L-fucal has previously been shown to be an efficient route to the bacterial aminosugar N-acetyl-L-fucosamine. Upon repeating this sequence, with updated versions of the glycal formation and amide installation steps, we have obtained X-ray crystal structures of several of the addition products, which are now reported along with the solid-state structure of N-acetyl-L-fucosamine itself.

  DOI：

  10.1080/07328303.2012.658125

文献信息

• Azidonitration of Di-<i>O</i>-acetyl-<scp>L</scp>-fucal: X-Ray Crystal Structures of Intermediate Azidodeoxysugars and of the Bacterial Aminosugar <i>N</i>-Acetyl-<scp>L</scp>-fucosamine
  作者：Abdul-Basit Alhassan、David C. McCutcheon、Matthias Zeller、Peter Norris

  DOI：10.1080/07328303.2012.658125

  日期：2012.5.1

  The azidonitration of di-O-acetyl-L-fucal has previously been shown to be an efficient route to the bacterial aminosugar N-acetyl-L-fucosamine. Upon repeating this sequence, with updated versions of the glycal formation and amide installation steps, we have obtained X-ray crystal structures of several of the addition products, which are now reported along with the solid-state structure of N-acetyl-L-fucosamine itself.