1,2,3,4-四-O-乙酰基-6-O-三苯甲基-beta-D-吡喃半乳糖 | 124648-92-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: 1,2,3,4-四-O-乙酰基-6-O-三苯甲基-beta-D-吡喃半乳糖
• 中文别名: 2-((2-环己基乙基)氨基)腺苷
• 英文名称: 1,2,3,4-tetra-O-acetyl-6-O-triphenylmethyl-β-D-galactopyranose
• 英文别名: 1,2,3,4 tetra-O-acetyl-6-O-trityl-β-D-galactopyranose；O¹,O²,O³,O⁴-Tetraacetyl-O⁶-trityl-β-D-galactopyranose；1,2,3,4-Tetra-O-acetyl-6-O-trityl-b-D-galactopyranose；[(2R,3S,4S,5R,6S)-4,5,6-triacetyloxy-2-(trityloxymethyl)oxan-3-yl] acetate
• CAS: 124648-92-6
• 化学式: C₃₃H₃₄O₁₀
• 分子量: 590.627
• InChiKey: GTJGUFOLNHYRQE-UNKWROQRSA-N

物化性质

• 沸点：
  633.3±55.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  43.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4-四-O-乙酰基-6-O-三苯甲基-beta-D-吡喃半乳糖 在 氢溴酸 、 溶剂黄146 作用下， 生成 1,2,3,4-tetra-O-acetyl-β-D-galactopyranose
  参考文献：
  名称：

  322.糖醛酸的合成

  摘要：

  DOI：

  10.1039/jr9390001529
• 作为产物：
  描述：

  乙酸酐 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 作用下， 生成 1,2,3,4-四-O-乙酰基-6-O-三苯甲基-beta-D-吡喃半乳糖
  参考文献：
  名称：

  Helferich; Ziegler, Chemische Berichte, 1954, vol. 87, p. 984

  摘要：

  DOI：

文献信息

• Facile synthesis of silylated thioglycosides
  作者：Sudhir Nambiar、John F. Daeuble、Ronald J. Doyle、K. Grant Taylor

  DOI：10.1016/s0040-4039(00)99642-4

  日期：1989.1
• Design, Synthesis, and Biological Evaluation of Novel Carbohydrate-Based Sulfamates as Carbonic Anhydrase Inhibitors
  作者：Marie Lopez、Jonathan Trajkovic、Laurent F. Bornaghi、Alessio Innocenti、Daniela Vullo、Claudiu T. Supuran、Sally-Ann Poulsen

  DOI：10.1021/jm101525j

  日期：2011.3.10

  Carbonic anhydrases (CAs) IX and XII are enzymes with newly validated potential for the development of personalized, first-in-class cancer chemotherapies. Here we present the design and synthesis of novel carbohydrate-based CA inhibitors, several of which were very efficient inhibitors (K-i < 10 nM) with good selectivity for cancer-associated CA isozymes over off-target CA isozymes. All inhibitors comprised a carbohydrate core with one hydroxyl group derivatized as a sulfamate. Five different carbohydrates were chosen to present a selection of molecular shapes with subtle stereochernical differences to the CA enzymes active site. Variable modifications of the remaining sugar hydroxyl groups were incorporated to provide an incremental coverage of chemical property parameters that are associated with biopharmaceutical performance. All sulfamate inhibitors displayed ligand efficiencies that are consistent with those reported for good drug lead candidates.
• Kuhn; Kirschenlohr, Chemische Berichte, 1954, vol. 87, p. 384,387
  作者：Kuhn、Kirschenlohr

  DOI：——

  日期：——
• NAMBIAR, SUDHIR;DAEUBLE, JOHN F.;DOYLE, RONALD J.;TAYLOR, K. GRANT, TETRAHEDRON LETT., 30,(1989) N7, C. 2179-2182
  作者：NAMBIAR, SUDHIR、DAEUBLE, JOHN F.、DOYLE, RONALD J.、TAYLOR, K. GRANT

  DOI：——

  日期：——