6-benzyloxyhexyl 6-O-tert-butyldimethylsilyl-β-D-galactopyranoside | 1377150-12-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-benzyloxyhexyl 6-O-tert-butyldimethylsilyl-β-D-galactopyranoside
• CAS: 1377150-12-3
• 化学式: C₂₅H₄₄O₇Si
• 分子量: 484.706
• InChiKey: CXVIFHBAJIQFIS-OYTPZHDJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  33.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  97.61
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  6-benzyloxyhexyl 6-O-tert-butyldimethylsilyl-β-D-galactopyranoside 在 对甲苯磺酸 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 6-benzyloxyhexyl 2-O-acetyl-3,4-O-isopropylidene-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Neu5Ac-α-C-galactopyranosyl-functionalized magnetic nanoparticles via click chemistry

  摘要：

  A new type of glyco-nanoparticle has been accomplished through Cu(I)-catalyzed 1,3-dipolar cycloaddition of 6-azidohexyl Neu5Ac-alpha-C-galactoside and N-propargyl derivative, which was attached on a silica-wrapping magnetic nanoparticle. Neu5Ac-alpha-C-galactoside was stereo-selectively synthesized in 11 steps from isopropyl thiogalactopyranoside and per-acetylated Neu5Ac phenylsulfone using samarium-mediated reductive desulfonylation as the key step. Magnetic nanoparticles were prepared with one-step hydrothermal method and a subsequent coating with (N,N'-di-propargyl-3-aminopropyol) triethoxysilane derivative. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.086
• 作为产物：
  描述：

  isopropyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 在 sodium methylate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 7.17h， 生成 6-benzyloxyhexyl 6-O-tert-butyldimethylsilyl-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Neu5Ac-α-C-galactopyranosyl-functionalized magnetic nanoparticles via click chemistry

  摘要：

  A new type of glyco-nanoparticle has been accomplished through Cu(I)-catalyzed 1,3-dipolar cycloaddition of 6-azidohexyl Neu5Ac-alpha-C-galactoside and N-propargyl derivative, which was attached on a silica-wrapping magnetic nanoparticle. Neu5Ac-alpha-C-galactoside was stereo-selectively synthesized in 11 steps from isopropyl thiogalactopyranoside and per-acetylated Neu5Ac phenylsulfone using samarium-mediated reductive desulfonylation as the key step. Magnetic nanoparticles were prepared with one-step hydrothermal method and a subsequent coating with (N,N'-di-propargyl-3-aminopropyol) triethoxysilane derivative. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.086