2-acetamido-2,6-dideoxy-1,3,4-tri-O-acetyl-α-D-glucose | 152615-73-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-acetamido-2,6-dideoxy-1,3,4-tri-O-acetyl-α-D-glucose
• 英文别名: tri-O-acetyl-2-acetylamino-2,6-dideoxy-α-D-glucopyranose；Tri-O-acetyl-2-acetylamino-2,6-didesoxy-α-D-glucopyranose；1,3,4-Tri-O-acetyl-N-acetyl-6-deoxy-β-D-glucosamin
• CAS: 152615-73-1
• 化学式: C₁₄H₂₁NO₈
• 分子量: 331.323
• InChiKey: GRCSYICXTXYMJJ-FDKQIQMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.34
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  117.23
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-acetamido-2,6-dideoxy-1,3,4-tri-O-acetyl-α-D-glucose 在 三氟甲磺酸三甲基硅酯 、 camphor-10-sulfonic acid 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 29.5h， 生成 allyl 2-O-(2-acetamido-3,4-di-O-acetyl-2,6-dideoxy-β-D-glucopyranosyl)-α-D-galactopyranosiduronamide
  参考文献：
  名称：

  The first moenomycin antibiotic without the methyl-branched uronic acid constituent.- Unexpected structure activity relations

  摘要：

  Isolation and structure elucidation of a new moenomycin antibiotic (C1, 1e) that lacks the branching methyl group in the 4-position of unit F are reported. The smallest antibiotically active degradation product of le is the trisaccharide derivative 3. This observation is in contrast to structure activity relations in the moenomycin A series where it was found that disaccharide 4a is fully active.

  DOI：

  10.1016/s0040-4020(01)87242-2
• 作为产物：
  描述：

  2-Acetamido-2,6-didesoxy-6-chloro-d-glucopyranose 在 吡啶 、 4-二甲氨基吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 四氢呋喃 为溶剂， 反应 7.5h， 生成 2-acetamido-2,6-dideoxy-1,3,4-tri-O-acetyl-α-D-glucose
  参考文献：
  名称：

  The first moenomycin antibiotic without the methyl-branched uronic acid constituent.- Unexpected structure activity relations

  摘要：

  Isolation and structure elucidation of a new moenomycin antibiotic (C1, 1e) that lacks the branching methyl group in the 4-position of unit F are reported. The smallest antibiotically active degradation product of le is the trisaccharide derivative 3. This observation is in contrast to structure activity relations in the moenomycin A series where it was found that disaccharide 4a is fully active.

  DOI：

  10.1016/s0040-4020(01)87242-2

文献信息

• Kuhn; Bister; Dafeldecker, Justus Liebigs Annalen der Chemie, 1958, vol. 617, p. 118,125
  作者：Kuhn、Bister、Dafeldecker

  DOI：——

  日期：——