ethyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside | 1112455-63-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside
• CAS: 1112455-63-6
• 化学式: C₅₆H₆₀O₁₁S
• 分子量: 941.152
• InChiKey: GBUANAJBRHDKST-NYEPWONXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.35
• 重原子数：
  68.0
• 可旋转键数：
  23.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  120.37
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  ethyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside 、 氯乙酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以82%的产率得到ethyl 3,4,6-tri-O-benzyl-2-O-chloroacetyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of a heptasaccharide fragment of the mannan from Candida guilliermondii cell wall and its conjugate with BSA

  摘要：

  The 3-aminopropyl glycoside of a heptasaccharide fragment of the cell wall mannan from Candida guilliermondii 18, which corresponds to the antigenic Factor 9, has been synthesized by a convergent approach based on glycosylation of a tetrasaccharide acceptor with a trisaccharide donor as the key step to give a protected heptasaccharide 17. Subsequent two-step deprotection of 17 afforded the heptamannoside 18, which was then Conjugated with BSA using the squarate procedure. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.09.016
• 作为产物：
  描述：

  ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside 在 盐酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 72.0h， 以54%的产率得到ethyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of a heptasaccharide fragment of the mannan from Candida guilliermondii cell wall and its conjugate with BSA

  摘要：

  The 3-aminopropyl glycoside of a heptasaccharide fragment of the cell wall mannan from Candida guilliermondii 18, which corresponds to the antigenic Factor 9, has been synthesized by a convergent approach based on glycosylation of a tetrasaccharide acceptor with a trisaccharide donor as the key step to give a protected heptasaccharide 17. Subsequent two-step deprotection of 17 afforded the heptamannoside 18, which was then Conjugated with BSA using the squarate procedure. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.09.016