methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside | 172364-85-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
• CAS: 172364-85-1
• 化学式: C₄₂H₄₄O₁₈
• 分子量: 836.801
• InChiKey: NBOGMAZIQQLGSI-MMCWXGHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  60.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  221.02
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside 在 乙酰氯 作用下， 以 甲醇 为溶剂， 以90%的产率得到methyl α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
  参考文献：
  名称：

  Regio- and Stereoselective Synthesis of 1→6 Linked Manno-, Gluco-, and Galactopyranose Di-, Tri-, and Tetrasaccharides Via Orthoester Intermediates

  摘要：

  1-->6 Linked manno-, gluco-, and galactopyranose di-, tri-, and tetrasaccharides with 1,2-trans glycosidic linkages were concisely and effectively synthesized using peracetylated glycosyl bromides as the donors and unprotected or partially protected glycopyranosides as the accepters via orthoester intermediates.

  DOI：

  10.1080/07328300008544122
• 作为产物：
  描述：

  甲基-D-丙噻 在 吡啶 、 2,4-二甲基吡啶 、 三氟甲磺酸三甲基硅酯 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
  参考文献：
  名称：

  Regio- and Stereoselective Synthesis of 1→6 Linked Manno-, Gluco-, and Galactopyranose Di-, Tri-, and Tetrasaccharides Via Orthoester Intermediates

  摘要：

  1-->6 Linked manno-, gluco-, and galactopyranose di-, tri-, and tetrasaccharides with 1,2-trans glycosidic linkages were concisely and effectively synthesized using peracetylated glycosyl bromides as the donors and unprotected or partially protected glycopyranosides as the accepters via orthoester intermediates.

  DOI：

  10.1080/07328300008544122

文献信息

• Synthesis of mono- and dimannoside phosphoramidite derivatives for solid-phase conjugation to oligonucleotides
  作者：Saghir Akhtar、Anne Routledge、Ramila Patel、John M. Gardiner

  DOI：10.1016/0040-4039(95)01512-g

  日期：1995.10

  Mannose and dimannose derivatives have been prepared with an anomerically-linked hydrophobic spacer, and converted to phosphoramidite derivatives suitable for conjugation to oligoribodeoxynucleotides on a DNA/RNA synthesizer. Synthesis of a monomannoside-linked 15-mer oligoribodeoxynucleotide is reported.

  甘露糖和二甘露糖衍生物已用一个与阴离子连接的疏水性间隔基制备，并被转化为适合与DNA / RNA合成仪上的寡核糖脱氧核苷酸缀合的亚磷酰胺衍生物。报道了单甘露糖苷连接的15聚体寡核糖脱氧核苷酸的合成。
• “One-pot” access to α-<scp>d</scp>-mannopyranosides from glycals employing ruthenium catalysis
  作者：Sravanthi Chittela、Thurpu Raghavender Reddy、Palakodety Radha Krishna、Sudhir Kashyap

  DOI：10.1039/c4ra08241a

  日期：——

  An efficient and convenient one-pot method for the preparation of α-d-mannopyranosides from glycal is described.

  描述了一种从甘露糖环糖制备α-d-甘露聚糖的高效便捷的一锅法方法。