phenyl N-benzyl-2-amino-4-O-acetyl-2-N,3-O-carbonyl-2,6-dideoxy-6-phenylthio-1-thio-β-D-glucopyranoside | 1352653-41-8

• 分子结构分类: 有机化合物
• 英文名称: phenyl N-benzyl-2-amino-4-O-acetyl-2-N,3-O-carbonyl-2,6-dideoxy-6-phenylthio-1-thio-β-D-glucopyranoside
• CAS: 1352653-41-8
• 化学式: C₂₈H₂₇NO₅S₂
• 分子量: 521.658
• InChiKey: YTIFDLLGKQYTNP-ACFIUOAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.62
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  phenyl N-benzyl-2-amino-4-O-acetyl-2-N,3-O-carbonyl-2,6-dideoxy-6-phenylthio-1-thio-β-D-glucopyranoside 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以21%的产率得到phenyl N-benzyl-2-amino-4-O-acetyl-2-N,3-O-carbonyl-2,6-dideoxy-6-phenylthio-1-thio-α-D-glucopyranoside
  参考文献：
  名称：

  Substituent effects in endocyclic cleavage–recyclization anomerization reaction of pyranosides

  摘要：

  Pyranosides with 2,3-trans carbamate or 2,3-trans carbonate groups are anomerized under mild acidic conditions via endocyclic cleavage reaction. In order to understand the nature of the anomerization reaction via the endocyclic cleavage recyclization process, the substituent effects at various positions were investigated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.059
• 作为产物：
  描述：

  二苯二硫醚 在 吡啶 、 三丁基膦 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 phenyl N-benzyl-2-amino-4-O-acetyl-2-N,3-O-carbonyl-2,6-dideoxy-6-phenylthio-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Substituent effects in endocyclic cleavage–recyclization anomerization reaction of pyranosides

  摘要：

  Pyranosides with 2,3-trans carbamate or 2,3-trans carbonate groups are anomerized under mild acidic conditions via endocyclic cleavage reaction. In order to understand the nature of the anomerization reaction via the endocyclic cleavage recyclization process, the substituent effects at various positions were investigated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.059