p-chlorophenyl 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside | 1352306-66-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-chlorophenyl 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside
• CAS: 1352306-66-1
• 化学式: C₁₅H₁₇Cl₄NO₆S
• 分子量: 481.181
• InChiKey: WQYMNIMOSKGHDA-LBELIVKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  108.25
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  p-chlorophenyl 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside 在 吡啶 、 camphor-10-sulfonic acid 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 p-chlorophenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of a Forssman antigen derivative for use in a conjugate vaccine

  摘要：

  The total chemical synthesis of a Forssman antigen analog is described. The pentasaccharide contains a functionalized tether which should facilitate future conjugation with immunogenic proteins. We found that the total synthesis can be efficiently achieved by following a convergent 2+3 strategy, and using N-Troc protected GalNAc thioglycoside as a donor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.09.015
• 作为产物：
  描述：

  p-chlorophenyl 2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-1-thio-β-D-galactopyranoside 在 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 p-chlorophenyl 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of a Forssman antigen derivative for use in a conjugate vaccine

  摘要：

  The total chemical synthesis of a Forssman antigen analog is described. The pentasaccharide contains a functionalized tether which should facilitate future conjugation with immunogenic proteins. We found that the total synthesis can be efficiently achieved by following a convergent 2+3 strategy, and using N-Troc protected GalNAc thioglycoside as a donor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.09.015