tert-butyldiphenylsilyl 4,6-di-O-benzyl-β-D-galactopyranosyl-(1->3)-2-azido-2-deoxy-β-D-galactopyranoside | 187157-57-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyldiphenylsilyl 4,6-di-O-benzyl-β-D-galactopyranosyl-(1->3)-2-azido-2-deoxy-β-D-galactopyranoside
• CAS: 187157-57-9
• 化学式: C₄₂H₅₁N₃O₁₀Si
• 分子量: 785.967
• InChiKey: LAVFIFKYMZKGNO-HJBNYOHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  56.0
• 可旋转键数：
  15.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  185.06
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  3,6-di-O-acetyl-2-deoxy-2-phtalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl fluoride 、 tert-butyldiphenylsilyl 4,6-di-O-benzyl-β-D-galactopyranosyl-(1->3)-2-azido-2-deoxy-β-D-galactopyranoside 在 二氯二茂铪 、 4 A molecular sieve 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 以44%的产率得到
  参考文献：
  名称：

  Stereocontrolled syntheses of O-glycans of core class 2 with a linear tetrameric lactosamine chain and with three lactosamine branches

  摘要：

  Synthetic routes to O-glycans of core class 2 with a linearly extended tetralactosamine moiety and with three lactosamine branches are discussed. By a glycosyl fluoride-method, the mono- and the di-lactosaminyl units were attached to the core disaccharide (Gal beta 1-->3GalN(3)) derivatives in high stereoselectivity. (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)90116-0
• 作为产物：
  描述：

  Acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-allyloxy-6-allyloxymethyl-2-[(4aR,6S,7R,8R,8aR)-7-azido-6-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester 在 lithium hydroxide 、 PF4 、 双氧水 、 sodium hydride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.5h， 生成 tert-butyldiphenylsilyl 4,6-di-O-benzyl-β-D-galactopyranosyl-(1->3)-2-azido-2-deoxy-β-D-galactopyranoside
  参考文献：
  名称：

  Stereocontrolled syntheses of O-glycans of core class 2 with a linear tetrameric lactosamine chain and with three lactosamine branches

  摘要：

  Synthetic routes to O-glycans of core class 2 with a linearly extended tetralactosamine moiety and with three lactosamine branches are discussed. By a glycosyl fluoride-method, the mono- and the di-lactosaminyl units were attached to the core disaccharide (Gal beta 1-->3GalN(3)) derivatives in high stereoselectivity. (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)90116-0