Methyl 2,3,4,6-tetra-O-allyl-α-D-mannopyranoside | 25817-63-4

• 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-allyl-α-D-mannopyranoside
• CAS: 25817-63-4
• 化学式: C₁₉H₃₀O₆
• 分子量: 354.444
• InChiKey: BQYMBCRFFFNQFU-GFEQUFNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  25.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Methyl 2,3,4,6-tetra-O-allyl-α-D-mannopyranoside 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.5h， 以100%的产率得到Methyl 2,3,4,6-tetra-O-propyl-α-D-mannopyranoside
  参考文献：
  名称：

  Effect of complexation of silver ion with the glycosyl donor and acceptor on the regio- and stereo-selectivity in the β-mannopyranosylation of 1,3-di-N-benzyloxycarbonyl-2-deoxystreptamine using silver triflate as a promoter in tetrahydrofuran

  摘要：

  DOI：

  10.1016/0008-6215(90)84045-v
• 作为产物：
  描述：

  3-氯丙烯 、 甲基-D-丙噻 在 sodium hydride 作用下， 生成 Methyl 2,3,4,6-tetra-O-allyl-α-D-mannopyranoside
  参考文献：
  名称：

  Effect of complexation of silver ion with the glycosyl donor and acceptor on the regio- and stereo-selectivity in the β-mannopyranosylation of 1,3-di-N-benzyloxycarbonyl-2-deoxystreptamine using silver triflate as a promoter in tetrahydrofuran

  摘要：

  DOI：

  10.1016/0008-6215(90)84045-v

文献信息

• Preparation of Anhydroalditols from Commodity Carbohydrates
  作者：Changyou Yuan、Rawle I. Hollingsworth

  DOI：10.2174/1570178611310020002

  日期：2013.4.1

  practical process for the preparation of anhydroalditols from commodity carbohydrates has been described. Reductive cleavage of the glycosidic linkage in perallylated carbohydrates with triethylsilane gave the protected anhydroalditols, which were then deallylated using a PdCl2-CuCl2-Activated Charcoal system. Valuable anhydroalditols, such as 1,5-anhydro-D-glucitol, 1,5-anhydro-D-mannitol, 2,5-anhydro-D-glucitol

  已经描述了从商品碳水化合物制备脱水醛糖醇的实际方法。用三乙基硅烷还原高丙基化碳水化合物中糖苷键，得到被保护的脱水醛糖醇，然后使用PdCl 2 -CuCl 2活化木炭系统将其脱羧。有价值的脱水醛糖醇，例如1,5-脱水-D-葡萄糖醇，1,5-脱水-D-甘露糖醇，2,5-脱水-D-葡萄糖醇，2,5-脱水-D-甘露糖醇和1,4-脱水-右旋糖醇是从碳水化合物，例如葡萄糖，甘露糖，核糖，蔗糖，纤维素，淀粉和左旋糖中高产率和高纯度制备的。
• Synthesis, CI-MS Analyses and Preliminary Biological Evaluation of a Novel Library of Hydrophobic Persulfide-Spacers α-Alkyl Glycosides
  作者：Hammed H. Hassan

  DOI：10.2174/157017810790796372

  日期：2010.3.1

  We report the synthesis of novel polyether-based polyols derived from simple glycosides that bear sulfur spacers in the attempt to potentially provide new antibiotics. The CI-MS demonstrated the stepwise and successive fission of the sulfide-spacer groups; however, it does not distinguish between the alditols having different arrangement of O(CH2)(3)-S(CH2)(2)OH groups. The investigated compounds exhibited antimicrobial activities against Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and antifungal activities against Candida albicans at a concentration of 1 mg / ml in DMF.
• Chirally Homogeneous and Heterogeneous Dendritic Liquid Crystals
  作者：A. Belaissaoui、I. M. Saez、S. J. Cowling、J. W. Goodby

  DOI：10.1021/ma3026332

  日期：2013.2.26

  We have coupled methyl alpha-D-glucoside (G) and methyl alpha-D-mannoside (M) as the chiral structural variant moieties in the core and at the branching sites within dendritic scaffolds surrounded by 12 cyanobiphenyl mesogens (CB). Systematic studies of the influence of the chiral moieties on thermal and mesomorphic properties were carried out by positional permutation approach of the pyranose units G and M within the core and branching points. The mesomorphic properties of the chirally homogeneous dendrimers GG(4)/MM4 and the corresponding chirally heterogeneous dendritic homologues GM(4)/MG(4) were investigated by differential scanning calorimetry (DSC) and polarized optical microscopy (POM). Remarkably, the thermal profile and the mesophase structure of the four dendrimers appear to be significantly independent of the nature of the central chiral core. The outer chirality at the periphery significantly dominates the liquid crystalline properties.