methyl 2,3,6-tri-O-benzoyl-4-O-methyl-α-D-galactopyranoside | 280136-40-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,6-tri-O-benzoyl-4-O-methyl-α-D-galactopyranoside
• 英文别名: [(2R,3S,4S,5R,6S)-4,5-dibenzoyloxy-3,6-dimethoxyoxan-2-yl]methyl benzoate
• CAS: 280136-40-5
• 化学式: C₂₉H₂₈O₉
• 分子量: 520.536
• InChiKey: DBCYFYSZCCFECK-HGQALCJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 2,3,6-tri-O-benzoyl-4-O-methyl-α-D-galactopyranoside 在 硫酸 、 sodium methylate 、 溶剂黄146 、 zinc(II) chloride 作用下， 以 甲醇 、 乙酸酐 、 溶剂黄146 为溶剂， 反应 5.08h， 生成 p-nitrophenyl 4-O-methyl-α-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Monomethyl Derivatives ofP-Nitrophenyl α-D-Gluco, Galacto, and Mannopyranosides and their Hydrolytic Properties Against α-Glycosidases

  摘要：

  All possible monomethyl derivatives of p-nitrophenyl alpha-D-gluco, galacto, and mannopyranosides were synthesized. Hydrolytic activities of alpha-glucosidase (rice), alpha-galactosidases (green coffee bean, Mortierella vinacea, and Aspergillus niger), and alpha-mannosidases (almond and jack bean) against them were elucidated. The 6-O-methyl galactopyranoside and mannopyranoside were hydrolyzed by the M. vinacea alpha-galactosidase and the almond and jack bean alpha-mannosidases, respectively, while these enzymes did not act on the 2-, 3-, and 4-O-methyl derivatives. On the other hand, lice alpha-glucosidase and green coffee bean and A. niger alpha-galactosidases had no hydrolyzing activities at all against the respective four monomethylated substrates.

  DOI：

  10.1080/07328300008544084
• 作为产物：
  描述：

  methyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside 在 palladium on activated charcoal 吡啶 、 盐酸 、 氢气 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、506.62 kPa 条件下， 反应 49.0h， 生成 methyl 2,3,6-tri-O-benzoyl-4-O-methyl-α-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Monomethyl Derivatives ofP-Nitrophenyl α-D-Gluco, Galacto, and Mannopyranosides and their Hydrolytic Properties Against α-Glycosidases

  摘要：

  All possible monomethyl derivatives of p-nitrophenyl alpha-D-gluco, galacto, and mannopyranosides were synthesized. Hydrolytic activities of alpha-glucosidase (rice), alpha-galactosidases (green coffee bean, Mortierella vinacea, and Aspergillus niger), and alpha-mannosidases (almond and jack bean) against them were elucidated. The 6-O-methyl galactopyranoside and mannopyranoside were hydrolyzed by the M. vinacea alpha-galactosidase and the almond and jack bean alpha-mannosidases, respectively, while these enzymes did not act on the 2-, 3-, and 4-O-methyl derivatives. On the other hand, lice alpha-glucosidase and green coffee bean and A. niger alpha-galactosidases had no hydrolyzing activities at all against the respective four monomethylated substrates.

  DOI：

  10.1080/07328300008544084

文献信息

• Active-site engineering of nucleotidylyltransferases and general enzymatic methods for the synthesis of natural and "unnatural" UDP- and TDP-nucleotide sugars
  申请人：——

  公开号：US20030055235A1

  公开（公告）日：2003-03-20

  The present invention provides mutant nucleotidylyl-transferases, such as E p , having altered substrate specificity; methods for their production; and methods of producing nucleotide sugars, which utilize these nucleotidylyl-transferases. The present invention also provides methods of synthesizing desired nucleotide sugars using natural and/or modified Ep or other nucleotidyltransferases; and nucleotide sugars sythesized by the present methods. The present invention further provides new glycosyl phosphates, and methods for making them.

  本发明提供了一种突变型核苷酸转移酶，如E p ，具有改变的底物特异性；其生产方法；以及利用这些核苷酸转移酶生产核苷酸糖的方法。本发明还提供了使用天然和/或修饰的Ep或其他核苷酸转移酶合成所需的核苷酸糖的方法；以及通过本发明方法合成的核苷酸糖。本发明进一步提供了新的糖基磷酸酯，及其制造方法。
• Novel aromatic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof
  申请人：Frick Wendelin

  公开号：US20050014704A1

  公开（公告）日：2005-01-20

  Novel aromatic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof. The invention relates to substituted aromatic fluoroglycoside derivatives of the formula I in which the radicals have the stated meanings, and their physiologically tolerated salts and process for their preparation. The compounds are suitable for example as antidiabetics.

  新型芳香族氟糖苷衍生物，包含这些化合物的药物，以及它们的用途。该发明涉及公式I的取代芳香族氟糖苷衍生物，其中基团具有所述含义，以及它们的生理耐受盐和制备过程。这些化合物例如适用于抗糖尿病药物。
• [DE] NEUE HETEROCYCLISCHE FLUORGLYKOSIDDERIVATE, DIESE VERBINDUNGEN ENTHALTENDE ARZNEIMITTEL UND DEREN VERWENDUNG<br/>[EN] NOVEL FLUOROGLYCOSIDE HETEROCYCLIC DERIVATIVES, PHARMACEUTICAL PRODUCTS CONTAINING SAID COMPOUNDS AND THE USE THEREOF<br/>[FR] NOUVEAUX DERIVES DE FLUORGLYCOSIDE HETEROCYCLIQUES, PRODUITS PHARMACEUTIQUES CONTENANT CES COMPOSES ET LEUR UTILISATION
  申请人：AVENTIS PHARMA GMBH

  公开号：WO2004052903A1

  公开（公告）日：2004-06-24

  Die Erfindung betrifft substituierte heterocyclische Fluorglykosidderivate der Formel (I), worin die Reste die angegebenen Bedeutungen haben, sowie deren physiologisch verträglichen Salze und Verfahren zu deren Herstellung. Die Verbindungen eignen sich z.B. als Antidiabetika.

  这项发明涉及公式（I）中所示的取代杂环氟糖苷衍生物，其中残基具有所述的含义，以及其生理相容性盐和制备方法。这些化合物可用作抗糖尿病药物。
• [DE] NEUE FLUORGLYKOSIDDERIVATE VON PYRAZOLEN, DIESE VERBINDUNGEN ENTHALTENDE ARZNEIMITTEL UND DEREN VERWENDUNG<br/>[EN] NOVEL FLUOROGLYCOSIDE DERIVATIVES OF PYRAZOLES, MEDICAMENTS CONTAINING THESE COMPOUNDS, AND THE USE THEREOF<br/>[FR] NOUVEAUX DERIVES FLUOROGLYCOSIDIQUES DE PYRAZOLES, MEDICAMENTS CONTENANT CES COMPOSES ET LEUR UTILISATION
  申请人：SANOFI AVENTIS DEUTSCHLAND

  公开号：WO2005121161A1

  公开（公告）日：2005-12-22

  Die Erfindung betrifft substituierte Fluorglykosidderivate von Pyrazolen der Formel (I), worin die Reste die angegebenen Bedeutungen haben, sowie deren physiologisch verträglichen Salze und Verfahren zu deren Herstellung. Die Verbindungen eignen sich z.B. als Antidiabetika.

  这项发明涉及式(I)的取代氟代糖苷衍生物，其中残基具有所述的含义，以及其生理相容的盐和制备方法。这些化合物可用作抗糖尿病药物。
• NOVEL FLUOROGLYCOSIDE DERIVATIVES OF PYRAZOLES, MEDICAMENTS CONTAINING THESE COMPOUNDS, AND THE USE THEREOF
  申请人：BRUMMERHOP Harm

  公开号：US20070197623A1

  公开（公告）日：2007-08-23

  The invention relates to substituted fluoroglycoside derivatives of pyrazoles of formula (I) as further defined in the specification, to the physiologically compatible salts thereof, to a method for their production, and to their use as antidiabetics.

  本发明涉及一种代替氟基的吡唑烷基糖苷衍生物，其化学式为（I），在规范中进一步定义，其生理兼容盐的制备方法，以及它们作为抗糖尿病药物的用途。