methyl 3-O-methyl-β-D-galactopyranoside | 34698-07-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-O-methyl-β-D-galactopyranoside
• 英文别名: Methyl 3-O-methyl-β-D-galactopyranosid；(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-4,6-dimethoxyoxane-3,5-diol
• CAS: 34698-07-2
• 化学式: C₈H₁₆O₆
• 分子量: 208.211
• InChiKey: OETRAPPMILRBSS-RZUNNTJFSA-N

物化性质

• 沸点：
  391.1±42.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 3-O-methyl-β-D-galactopyranoside 在 吡啶 、 氢溴酸 、 溶剂黄146 作用下， 生成 Methyl-2,4-di-O-acetyl-3-O-methyl-α-D-glucopyranosid
  参考文献：
  名称：

  洋地黄综合症

  摘要：

  DOI：

  10.1002/hlca.19460290207
• 作为产物：
  描述：

  methyl 4,6-O-benzylidene-3-O-methyl-β-D-galactopyranoside 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 生成 methyl 3-O-methyl-β-D-galactopyranoside
  参考文献：
  名称：

  甲基4的2'-，3'-，4'-和6'-脱氧，3'-O-甲基，4'-epi以及4'-和6'-脱氧氟衍生物的制备和计算构象O-α-d-吡喃半乳糖基-β-d-吡喃半乳糖苷（甲基β-d-半乳糖苷）

  摘要：

  摘要d-吡喃半乳糖的3-O-甲基（6）和4-脱氧-4-氟（8）O-苄基衍生物和2,3,4,6-四-O-苄基-d-的糖基氯化物吡喃葡萄糖与2,3,6-三-O-苯甲酰基-β-d-吡喃半乳糖苷甲基缩合，脱保护后得到3'-O-甲基（23），4'-脱氧-4'-氟（25 ）和4'-epi（27）衍生物分别是甲基β-d-Galabioside（1）。将2,3,4-三-O-苄基-d-呋喃果糖的糖基氟化物和d-半乳糖基吡喃糖的3-脱氧（12）和4-脱氧（16）O-苄基化衍生物与2,3,3,2-甲基丙二醇缩合， 6-三-O-苄基-β-d-吡喃半乳糖苷（21），在脱保护后得到6'-脱氧（31），3'-脱氧（34）和4'-脱氧（37）衍生物分别为1。1的2'-脱氧（41）衍生物是通过N-碘琥珀酰亚胺诱导的3,4,6-三-O-乙酰基-d-半乳糖和21的缩合反应，然后脱保护而制备的。用Et 2 NSF 3（DAST）处理甲基2

  DOI：

  10.1016/0008-6215(89)80033-3

文献信息

• Regioselective methylation of methyl glycopyranosides with diazomethane in the presence of transition-metal chlorides and of boric acid
  作者：Evgeny V. Evtushenko

  DOI：10.1016/s0008-6215(99)00044-0

  日期：1999.3

  Abstract Partial methylation of the methyl pyranosides of a number of pentoses, hexoses, 6-deoxyhexoses, methyl uronates and their methyl ethers with diazomethane in the presence of transition-metal chlorides and boric acid was studied. It was found for methyl glycosides of pentoses and 6-deoxyhexoses that tin(II), antimony(III), and titanium(IV) chlorides as well as boric acid promoted substitution

  摘要研究了在过渡金属氯化物和硼酸存在下，许多戊糖，己糖，6-脱氧己糖，尿酸甲酯及其甲基醚的甲基吡喃糖苷与重氮甲烷的部分甲基化。发现戊糖和6-脱氧己糖的甲基糖苷中锡（II），锑（III）和钛（IV）氯化物以及硼酸主要促进OH-3的取代，但被铈（III）和锌的取代（II）观察到盐主要取代了OH-2。在所有情况下，甲基β-1-鼠李糖吡喃糖苷的甲基化表现出较高的OH-2反应性。在氯化锡（II），锑（III）和铈（III）的存在下，己糖甲基糖苷的甲基化反应主要产生了3-甲基醚。不参与进一步络合的3-甲基醚 积聚高达50-80％的反应混合物（95％至100％的单甲醚馏分）。建议用于许多糖的方便的甲基醚的合成。
• Reber; Reichstein, Helvetica Chimica Acta, 1945, vol. 28, p. 1164,1168
  作者：Reber、Reichstein

  DOI：——

  日期：——
• PYRAZOLE DERIVATIVE, MEDICINAL COMPOSITION CONTAINING THE SAME, MEDICINAL USE THEREOF, AND INTERMEDIATE FOR PRODUCTION THEREOF
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：EP1544208B1

  公开（公告）日：2010-05-26
• Application of NMR Based Binding Assays to Identify Key Hydroxy Groups for Intermolecular Recognition
  作者：Martin Vogtherr、Thomas Peters

  DOI：10.1021/ja0001916

  日期：2000.6.1

  In general, few functional groups are sufficient for the binding of ligands to receptor proteins. For carbohydrates, characteristically spaced hydroxy groups often determine the binding affinity. Key functional groups may be identified by testing derivatives that have the potential sites blocked, which is most effectively achieved by simultaneous testing of all these derivatives. We employed such a parallel approach to identify the binding specificity of Sambucus nigra agglutinin (SNA), a lectin from elderberry. Compound libraries of randomly methylated O-methyl glycopyranosides were screened for binding activity toward SNA using trNOESY experiments, as well as 1D- and 2D-STD NMR experiments. The individual compounds have identical molecular weights and display rather similar physicochemical properties. Nevertheless, fast and reliable identification of the active compounds directly from the mixture was possible. The results are consistent with earlier biochemical work, showing that SNA has a binding specificity for D-galactose with the hydroxy functions at carbon atoms C3 and C4 of methyl beta-D-galactopyranoside being critically important for binding. Finally, we show that the screening protocol can be extended to heteronuclear STD pulse sequences if C-13-labeled derivatives are present in the library.
• SYNTHETIC RECEPTOR ANALOGUES
  申请人：SYMBICOM AB

  公开号：EP0428605B1

  公开（公告）日：1994-10-19