p-methylphenyl 4,6-O-p-methoxybenzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside | 852570-15-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: p-methylphenyl 4,6-O-p-methoxybenzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside
• CAS: 852570-15-1
• 化学式: C₂₄H₂₆Cl₃NO₇S
• 分子量: 578.898
• InChiKey: MYGUQJMDWMPPNV-ILHTXMRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  95.48
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  p-methylphenyl 4,6-O-p-methoxybenzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside 在 吡啶 、 咪唑 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 p-methylphenyl 3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  A new one-pot synthesis of α-Gal epitope derivatives involved in the hyperacute rejection response in xenotransplantation

  摘要：

  Xenotransplantations from pig to human are rapidly rejected because of the interaction between alpha-Gal epitopes carried by the graft and natural antibodies (anti-Gal antibodies) present in the blood of the recipient. This paper describes a three-component one-pot synthesis of three alpha-Gal related oligosaccharides with minimal protecting group manipulations in a very short period of time. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.023
• 作为产物：
  描述：

  4-甲氧基苯甲醛二甲缩醛 、 p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethyloxycarbonylamino)-β-D-glucopyranoside 在 sodium methylate 、 camphor-10-sulfonic acid 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 11.0h， 以90%的产率得到p-methylphenyl 4,6-O-p-methoxybenzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  A new one-pot synthesis of α-Gal epitope derivatives involved in the hyperacute rejection response in xenotransplantation

  摘要：

  Xenotransplantations from pig to human are rapidly rejected because of the interaction between alpha-Gal epitopes carried by the graft and natural antibodies (anti-Gal antibodies) present in the blood of the recipient. This paper describes a three-component one-pot synthesis of three alpha-Gal related oligosaccharides with minimal protecting group manipulations in a very short period of time. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.023