2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside | 905703-59-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside
• CAS: 905703-59-5
• 化学式: C₄₁H₅₀O₈Si₂
• 分子量: 727.014
• InChiKey: QWAHORMYAYCPIJ-OGULSVRHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.45
• 重原子数：
  51.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  100.52
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside 在 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 magnesium methanolate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 19.5h， 生成 2-(trimethylsilyl)ethyl β-D-galactopyranosyl-(1->3)-2,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside
  参考文献：
  名称：

  Parasite glycoconjugates. Part 16: Synthesis of a disaccharide and phosphorylated di- and tri-saccharides from Leishmania lipophosphoglycan

  摘要：

  A neutral disaccharide beta-D-Ga1p-(1 -> 4)-alpha-D-Manp and phosphorylated di- and tri-saccharides beta-D-Galp-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-O[CH2](8)CH=CH2 and beta-D-Ga1p-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-(1 -> 4)-alpha-D-Manp, which are fragments of the phosphoglycan portion of the surface lipophosphoglycan from Leishmania donovani (the disaccharide) or Leishmania major (all three compounds), were prepared and used as TLC standards to help the identification and differentiation of the elongating and branching P-D-galactosyl transferase activities in Leishmania. The phosphosaccharides were synthesised using the H-phosphonate method for phosphorylation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.03.026
• 作为产物：
  描述：

  Bz(-2)[Bn(-3)][Bz(-4)][TBDPS(-6)]Gal(b)-O-EtTMS 在 palladium dihydroxide 氢气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 以95%的产率得到2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside
  参考文献：
  名称：

  Parasite glycoconjugates. Part 16: Synthesis of a disaccharide and phosphorylated di- and tri-saccharides from Leishmania lipophosphoglycan

  摘要：

  A neutral disaccharide beta-D-Ga1p-(1 -> 4)-alpha-D-Manp and phosphorylated di- and tri-saccharides beta-D-Galp-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-O[CH2](8)CH=CH2 and beta-D-Ga1p-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-(1 -> 4)-alpha-D-Manp, which are fragments of the phosphoglycan portion of the surface lipophosphoglycan from Leishmania donovani (the disaccharide) or Leishmania major (all three compounds), were prepared and used as TLC standards to help the identification and differentiation of the elongating and branching P-D-galactosyl transferase activities in Leishmania. The phosphosaccharides were synthesised using the H-phosphonate method for phosphorylation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.03.026