p-methylphenyl 3-O-benzoyl-4,6-O-p-methoxybenzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside | 852570-16-2

• 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 3-O-benzoyl-4,6-O-p-methoxybenzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside
• CAS: 852570-16-2
• 化学式: C₃₁H₃₀Cl₃NO₈S
• 分子量: 683.006
• InChiKey: LAMNREBOQUTFJC-YEPDLNCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.63
• 重原子数：
  44.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  101.55
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  p-methylphenyl 3-O-benzoyl-4,6-O-p-methoxybenzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside 在 4 A molecular sieve 、 sodium cyanoborohydride 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到p-methylphenyl 3-O-benzoyl-6-O-p-methoxybenzyl-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：

  p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethyloxycarbonylamino)-β-D-glucopyranoside 在 吡啶 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 p-methylphenyl 3-O-benzoyl-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