methyl D-glycero-β-D-mannoheptopyranosyl-(1-4)-α-L-rhamnopyranosyl-(1-3)-D-glycero-β-D-mannoheptopyranosyl-(1-4)-α-L-rhamnopyranosyl-(1-3)-D-glycero-β-D-mannoheptopyranosyl-(1-4)-α-L-rhamnopyranoside | 1060735-60-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl D-glycero-β-D-mannoheptopyranosyl-(1-4)-α-L-rhamnopyranosyl-(1-3)-D-glycero-β-D-mannoheptopyranosyl-(1-4)-α-L-rhamnopyranosyl-(1-3)-D-glycero-β-D-mannoheptopyranosyl-(1-4)-α-L-rhamnopyranoside
• CAS: 1060735-60-5
• 化学式: C₄₀H₇₀O₃₁
• 分子量: 1046.98
• InChiKey: LTUGNPPMVZXAGK-DVKZQZLUSA-N

反应信息

• 作为产物：
  描述：

  methyl 2,7-di-O-benzyl-4,6-O-benzylindene-3-O-(2-naphthalenylmethyl)-D-glycero-β-D-mannoheptopyranosyl-(1-4)-2,3-O-(diphenylmethylene)-α-L-rhamnopyranosyl-(1-3)-2,7-di-O-benzyl-4,6-O-benzylindene-D-glycero-β-D-mannoheptopyranosyl-(1-4)-2,3-O-(diphenylmethylene)-α-L-rhamnopyranosyl-(1-3)-2,7-di-O-benzyl-4,6-O-benzylindene-D-glycero-β-D-mannoheptopyranosyl-(1-4)-2,3-O-(diphenylmethylene)-α-L-rhamnopyranoside 在 10% Pd on charcoal 、 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 24.0h， 以60%的产率得到methyl D-glycero-β-D-mannoheptopyranosyl-(1-4)-α-L-rhamnopyranosyl-(1-3)-D-glycero-β-D-mannoheptopyranosyl-(1-4)-α-L-rhamnopyranosyl-(1-3)-D-glycero-β-D-mannoheptopyranosyl-(1-4)-α-L-rhamnopyranoside
  参考文献：
  名称：

  Block Synthesis of Tetra- and Hexasaccharides (β-d-Glycero-d-manno-Hepp-(1→4)-[α-l-Rhap-(1→3)-β-d-glycero-d-manno-Hepp-(1→4)]_n-α-l-Rhap-OMe (n = 1 and 2)) Corresponding to Multiple Repeat Units of the Glycan from the Surface-Layer Glycoprotein from Bacillus thermoaerophilus

  摘要：

  A fully stereocontrolled block synthesis of the title tetra- and hexasaccharides has been achieved taking advantage of the ability of the 4,6-O-benzylidene acetal to control the stereochemistry of the beta-D-glycero-D-mannoheptopyranoside unit and of a 2,3-O-diphenylmethylene acetal to install the alpha-L-rhamnopyranosidic linkages. Comparison of the spectral data for the hexasaccharide with that of the natural isolate confirms the structure of this very unusual and structurally challenging glycan.

  DOI：

  10.1021/jo801414c