ethyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->-6)-(3,4-di-O-benzoyl-2-deoxy-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranosyl)-(1->6)-2-O-benzyl-3,4-di-O-benzoyl-1-thio-β-D-glucopyranoside | 1233488-77-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->-6)-(3,4-di-O-benzoyl-2-deoxy-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranosyl)-(1->6)-2-O-benzyl-3,4-di-O-benzoyl-1-thio-β-D-glucopyranoside
• CAS: 1233488-77-1
• 化学式: C₈₆H₈₂Cl₃NO₂₁S
• 分子量: 1604.02
• InChiKey: LBJKVGVIDRNTHF-WAVZVPNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.51
• 重原子数：
  112.0
• 可旋转键数：
  33.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  252.9
• 氢给体数：
  1.0
• 氢受体数：
  22.0

反应信息

• 作为产物：
  描述：

  ethyl 3,4-di-O-benzoyl-2-O-benzyl-1-thio-β-D-glucopyranoside 、 ethyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->-6)-3,4-di-O-benzoyl-2-deoxy-1-thio-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside 在 碘 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以60%的产率得到ethyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->-6)-(3,4-di-O-benzoyl-2-deoxy-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranosyl)-(1->6)-2-O-benzyl-3,4-di-O-benzoyl-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Comparison of the Armed/Disarmed Building Blocks of the d-Gluco and d-Glucosamino Series in the Context of Chemoselective Oligosaccharide Synthesis

  摘要：

  A very elegant Fraser-Reid armed-disarmed approach recently expanded to the building blocks of the superarmed and superdisarmed series shows very high utility in chemoselective oligosaccharide synthesis. Although a number of studies dedicated to the chemoselective activation of 2-amino-2-deoxysugars have emerged, little remains known about how the reactivity of the armed/disarmed building blocks of the neutral sugars directly compares to that of their 2-aminosugar counterparts. A preliminary study of this comparative reactivity is presented.

  DOI：

  10.1021/ol101089u