O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->3)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl-(1->3)-1,2,4,6-O-tetra-O-acetyl-β-D-glucose | 85439-67-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->3)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl-(1->3)-1,2,4,6-O-tetra-O-acetyl-β-D-glucose
• 英文别名: O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-β-D-glucopyranose；Undeca-O-acetyl-β-nigerose
• CAS: 85439-67-4
• 化学式: C₄₀H₅₄O₂₇
• 分子量: 966.853
• InChiKey: GDMGYHOCMHCPHK-GOJLZCMPSA-N

物化性质

• 沸点：
  853.5±65.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->3)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl-(1->3)-1,2,4,6-O-tetra-O-acetyl-β-D-glucose 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以96%的产率得到nigerotriose
  参考文献：
  名称：

  Synthesis of nigero-oligosaccharides

  摘要：

  Nigerose [alpha-D-Glcp-(1 --> 3)-D-Glcp], nigerotriose, nigerotetraose, and nigeropentaose have been synthesized by chain elongation starting at the reducing end, from the corresponding octa-, undeca-, tetradeca-, and heptadeca-beta-D-acetates, respectively, via thioglycoside-mediated 1,2-cis coupling, using 1,2,4,6-tetra-O-acetyl-beta-D-glucopyranose as the glucosyl acceptor and methyl 2,3,4,6-tetra-O-benzyl-1-thio-beta-D-glucopyranoside, methyl 3-O-allyl-2,4,6-tri-O-benzyl-1-thio-beta-D-glucopyranoside, and methyl O-(2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl)-(1 --> 3)-2,4,6-tri-O-benzyl-1-thio-beta-D-glucopyranoside as the donors.

  DOI：

  10.1016/0008-6215(92)84098-d
• 作为产物：
  描述：

  乙酸酐 、 Acetic acid (2S,3R,4S,5R,6R)-2,5-diacetoxy-6-acetoxymethyl-4-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester 在 吡啶 作用下， 反应 1.0h， 生成 O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->3)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl-(1->3)-1,2,4,6-O-tetra-O-acetyl-β-D-glucose
  参考文献：
  名称：

  Synthesis of nigero-oligosaccharides

  摘要：

  Nigerose [alpha-D-Glcp-(1 --> 3)-D-Glcp], nigerotriose, nigerotetraose, and nigeropentaose have been synthesized by chain elongation starting at the reducing end, from the corresponding octa-, undeca-, tetradeca-, and heptadeca-beta-D-acetates, respectively, via thioglycoside-mediated 1,2-cis coupling, using 1,2,4,6-tetra-O-acetyl-beta-D-glucopyranose as the glucosyl acceptor and methyl 2,3,4,6-tetra-O-benzyl-1-thio-beta-D-glucopyranoside, methyl 3-O-allyl-2,4,6-tri-O-benzyl-1-thio-beta-D-glucopyranoside, and methyl O-(2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl)-(1 --> 3)-2,4,6-tri-O-benzyl-1-thio-beta-D-glucopyranoside as the donors.

  DOI：

  10.1016/0008-6215(92)84098-d

文献信息

• A simple preparation of α- and β-nigerose octaacetate and β-nigerotriose hendecaacetate by the acetolysis of an alkali-soluble d-glucan from the fruit body of Laetiporus sulphureus
  作者：Ken'ichi Takeo、Sakae Matsuzaki

  DOI：10.1016/0008-6215(83)88243-3

  日期：1983.3

  alkali-soluble d -glucan, isolated from the fruit body of Laetiporus sulphureus , followed by fractionation of the products on a column of silica gel, provide a simple, preparative approach to the peracetates of 3- O -α- d -glucopyranosyl- d -glucose (nigerose) and of O -α- d -glucopyranosyl-(1→3)- O -α- d -glucopyranosyl-(1→3)- d -glucose (nigerotriose). The synthesis of methyl β-, benzyl β-, phenyl α-, and

  摘要通过受控乙解对从Laetiporus sulphureus子实体中分离的碱溶性d-葡聚糖进行裂解，然后将产物在硅胶柱上分级分离，为3-O-的过乙酸酯提供了一种简单的制备方法。 α-d-吡喃葡萄糖基-d-葡萄糖（黑糖）和O-α-d-吡喃葡萄糖基-（1→3）-O-α-d-吡喃葡萄糖基-（1→3）-d-葡萄糖（黑三糖）。描述了甲基β-，苄基β-，苯基α-和苯基β-黑苦苷以及甲基β-黑苦苷的合成。