2,3,6-tetra-O-acetyl-4-O-[3'-O-{2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl}-2,4-di-O-acetyl-6'-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl]-α-D-mannopyranose | 688317-22-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,6-tetra-O-acetyl-4-O-[3'-O-{2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl}-2,4-di-O-acetyl-6'-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl]-α-D-mannopyranose
• 英文别名: Gal2Ac3Ac4Ac6Ac(b1-3)[TBDMS(-6)]Gal2Ac4Ac(b1-4)a-Man2Ac3Ac6Ac；[(2R,3R,4S,5S,6S)-4,5-diacetyloxy-3-[(2S,3R,4S,5S,6R)-3,5-diacetyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxyoxan-2-yl]methyl acetate
• CAS: 688317-22-8
• 化学式: C₄₂H₆₄O₂₅Si
• 分子量: 997.041
• InChiKey: XXRXCWZLIAKOLN-XFYADGDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.59
• 重原子数：
  68
• 可旋转键数：
  28
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  312
• 氢给体数：
  1
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  三乙胺 、 2,3,6-tetra-O-acetyl-4-O-[3'-O-{2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl}-2,4-di-O-acetyl-6'-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl]-α-D-mannopyranose 在 咪唑 、 三氯化磷 作用下， 以 乙腈 为溶剂， 反应 3.33h， 以87%的产率得到1,2,3,6-tetra-O-acetyl-4-O-[3'-O-{2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl}-2,4-di-O-acetyl-6'-O-(tert0butyldimethylsilyl)-β-D-galactopyranosyl]-α-D-mannopyranosyl H-phosphonate triethylammonium salt
  参考文献：
  名称：

  A facile and novel route to the antigenic branched phosphoglycan of the protozoan Leishmania major parasite

  摘要：

  A novel approach for the iterative synthesis of the antigenic branched phosphoglycan of the protozoan parasite Leishmania major is presented that exploits remarkable dual selectivity in the functionalization of D-lactal, providing flexibility to extend the PG chain either towards the reducing or nonreducing end. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.01.155
• 作为产物：
  描述：

  1,2,3,6-tetra-O-acetyl-4-O-[3'-O-{2,3,4,6-tetra-O-acetyl-β-galactopyranosyl}-2,4-di-O-acetyl-6'-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl]-α-D-mannopyranose 在 二甲胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以95%的产率得到2,3,6-tetra-O-acetyl-4-O-[3'-O-{2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl}-2,4-di-O-acetyl-6'-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl]-α-D-mannopyranose
  参考文献：
  名称：

  A facile and novel route to the antigenic branched phosphoglycan of the protozoan Leishmania major parasite

  摘要：

  A novel approach for the iterative synthesis of the antigenic branched phosphoglycan of the protozoan parasite Leishmania major is presented that exploits remarkable dual selectivity in the functionalization of D-lactal, providing flexibility to extend the PG chain either towards the reducing or nonreducing end. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.01.155