6-氟-9-beta-D-呋喃核糖基-9H-嘌呤 | 24784-69-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 中文名称: 6-氟-9-beta-D-呋喃核糖基-9H-嘌呤
• 英文名称: 6-fluoropurine riboside
• 英文别名: 1-(6-fluoro-purin-9-yl)-β-D-1-deoxy-ribofuranose；6-Fluoro-9-beta-d-ribofuranosylpurine；(2R,3R,4S,5R)-2-(6-fluoropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 24784-69-8
• 化学式: C₁₀H₁₁FN₄O₄
• 分子量: 270.22
• InChiKey: XUWVYBQIKCVCEH-KQYNXXCUSA-N

物化性质

• 沸点：
  593.3±60.0 °C(Predicted)
• 密度：
  2.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3-dihydroxybenzylamine hydrobromide 、 6-氟-9-beta-D-呋喃核糖基-9H-嘌呤 在 三乙胺 作用下， 以 异丙醇 为溶剂， 反应 6.0h， 以89%的产率得到6-(2,3-dihydroxybenzylamino)purine riboside
  参考文献：
  名称：

  [EN] SUBSTITUTION DERIVATIVES OF N<6>-BENZYLADENOSINE, METHODS OF THEIR PREPARATION, THEIR USE FOR PREPARATION OF DRUGS, COSMETIC PREPARATIONS AND GROWTH REGULATORS, PHARMACEUTICAL PREPARATIONS, COSMETIC PREPARATIONS AND GROWTH REGULATORS CONTAINING THESE COMPOUNDS
  [FR] DERIVES DE SUBSTITUTION DE N<6>-BENZYLE ADENOSINE, METHODES DE PREPARATION ASSOCIEES, LEUR UTILISATION POUR REALISER DES MEDICAMENTS, DES PREPARATIONS COSMETIQUES ET DES REGULATEURS DE CROISSANCE ; PREPARATIONS PHARMACEUTIQUES, COSMETIQUES ET REGULATEURS DE CROISSANCE CONTENANT CES COMPOSES

  摘要：

  公开号：

  WO2004058791A3
• 作为产物：
  描述：

  6-氯嘌呤核苷 在 四丁基二氟三苯硅酸铵 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 6-氟-9-beta-D-呋喃核糖基-9H-嘌呤
  参考文献：
  名称：

  Utilization Of Tetrabutylammonium Triphenyldifluorosilicate (TBAT) In The Synthesis of 6-Fluoropurine Nucleosides

  摘要：

  Tetrabutylammonium triphenydifluorosilicate (TBAT) has been found to be a useful reagent for the conversion of 6-chloropurine nucleosides to 6-fluoropurine derivatives. The 6-chloropurine nucleosides were reacted with trimethylamine to form quaternary trimethylammonium salts which were treated in situ with TBAT in DMF to effect conversion to the 6-fluoro derivatives in yields of 59-72%.

  DOI：

  10.1080/07328319908044885

文献信息

• Method for producing nucleoside-5'-phosphate ester
  申请人：——

  公开号：US20020004590A1

  公开（公告）日：2002-01-10

  A method for producing nucleoside-5′-phosphate esters inexpensively and in high yields by phosphorylating a nucleoside with a phospahte group donor using an acid phosphatase having an increased affinity for the nucleoside and/or an increased temperature stability at a pH of pH 3.0 to 5.5, to produce a nucleoside-5′-phosphate ester. Mutant acid phosphatases having increased affinty for nucleosides and/or an enhanced temperature stability are also provided.

  一种制备核苷酸5'-磷酸酯的方法，通过使用具有对核苷酸增加亲和力和/或在pH 3.0至5.5的条件下具有增强温度稳定性的酸性磷酸酶，用磷酸供体对核苷酸进行磷酸化，以低成本高产率地制备核苷酸5'-磷酸酯。还提供了具有增强核苷酸亲和力和/或增强温度稳定性的突变酸性磷酸酶。
• PROCESS FOR PRODUCING NUCLEOSIDE-5'-PHOSPHATE
  申请人：Ajinomoto Co., Inc.

  公开号：EP0832970A1

  公开（公告）日：1998-04-01

  Nucleoside-5'-phosphate ester is produced inexpensively and efficiently by allowing an acid phosphatase, especially an acid phosphatase having a lowered phosphomonoesterase activity to act under a condition of pH 3.0 to 5.5 on a nucleoside and a phosphate group donor selected from the group consisting of polyphosphoric acid or a salt thereof, phenylphosphoric acid or a salt thereof, and carbamyl phosphate or a salt thereof to produce nucleoside-5'-phosphate ester, and collecting it.

  核苷-5'-磷酸酯的生产成本低廉且效率高，方法是让酸性磷酸酶，特别是具有较低磷酸单酯酶活性的酸性磷酸酶，在 pH 值为 3.0 至 5.5 的条件下作用于核苷和选自聚磷酸或其盐、苯基磷酸或其盐和氨基甲酰基磷酸或其盐的磷酸基团供体，生成核苷-5'-磷酸酯，然后将其收集。
• Method for producing nucleotide by fermentation
  申请人：Ajinomoto Co., Inc.

  公开号：EP1170370A2

  公开（公告）日：2002-01-09

  Nucleoside 5'-phosphate ester is produced by culturing a bacterium belonging to the genus Escherichia having an ability to produce nucleoside 5'-phosphate ester, in which ushA gene and aphA gene do not function normally, in a medium to produce and accumulate nucleoside 5'-phosphate ester in the medium, and collecting the nucleoside 5'-phosphate ester from the medium.

  核苷-5'-磷酸酯是通过在培养基中培养具有产生核苷-5'-磷酸酯能力的埃希氏菌属细菌（其中 ushA 基因和 aphA 基因不能正常发挥作用），使其在培养基中产生和积累核苷-5'-磷酸酯，并从培养基中收集核苷-5'-磷酸酯而产生的。
• Substitution derivatives of n6-benzyladenosine, methods of their preparation, their use for preparation of drugs, cosmetic preparations and growth regulators, pharmaceutical preparations, cosmetic preparations and growth regulators containing these compounds
  申请人：Dolezal Karel

  公开号：US20060166925A1

  公开（公告）日：2006-07-27

  The invention concerns novel substitution derivatives of N 6 -benzyladenosine having anticancer, mitotic, immunosuppressive and antisenescent properties for plant, animal and human cells. This invention also relates to the methods of preparation of these N 6 -benzyladenosine derivatives and their use as drugs, cosmetic preparations and growth regulators comprising these derivatives as active compound and use of these derivatives for preparation of pharmaceutical compositions, in biotechnological processes, in cosmetics and in agriculture.

  本发明涉及 N 6 -苄基腺苷的新型取代衍生物，这些衍生物对植物、动物和人体细胞具有抗癌、有丝分裂、免疫抑制和抗增殖特性。本发明还涉及这些 N 6 -苄基腺苷的制备方法。 6 -苄基腺苷衍生物的制备方法，以及它们作为药物、化妆品制剂和生长调节剂的用途，包括这些衍生物作为活性化合物，以及这些衍生物在制备药物组合物、生物技术过程、化妆品和农业中的用途。
• PROCESS FOR PRODUCING NUCLEOSIDE-5'-PHOSPHATE ESTER
  申请人：Ajinomoto Co., Inc.

  公开号：EP0832970B1

  公开（公告）日：2007-01-17