(2R,3R,4S,5R)-2-(6-氨基-2-苯基嘌呤-9-基)-5-(羟基甲基)四氢呋喃-3,4-二醇 | 37151-14-7

• 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: (2R,3R,4S,5R)-2-(6-氨基-2-苯基嘌呤-9-基)-5-(羟基甲基)四氢呋喃-3,4-二醇
• 英文名称: 2-Phenyladenosine
• 英文别名: 2-phenyl-adenosine；2-Phenyl-adenosin；2-Phenyladenosin；Adenosine, 2-phenyl-；(2R,3R,4S,5R)-2-(6-amino-2-phenylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 37151-14-7
• 化学式: C₁₆H₁₇N₅O₄
• 分子量: 343.342
• InChiKey: RHYBPJRGJJLRQM-UBEDBUPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  140
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine 在 copper(I) oxide 、 氨 、 亚硝酸异戊酯 作用下， 以 甲醇 为溶剂， 反应 28.0h， 生成 (2R,3R,4S,5R)-2-(6-氨基-2-苯基嘌呤-9-基)-5-(羟基甲基)四氢呋喃-3,4-二醇
  参考文献：
  名称：

  A Convenient Method for the Synthesis of 2-Phenyl- and 2-Heteroarylpurine Nucleosides

  摘要：

  DOI：

  10.1055/s-1984-31039

文献信息

• MATSUDA, AKIRA;UEDA, TOHRU, NUCLEOSIDES AND NUCLEOTIDES, 6,(1987) N 1-2, 85-94
  作者：MATSUDA, AKIRA、UEDA, TOHRU

  DOI：——

  日期：——
• MATSUDA, AKIRA;UEDA, TOHRU;OHARA, YOSHIKO;SATAKE, HIROYASU;NEGISHI, KAZUO+, 14TH SYMP. NUCL. ACIDS CHEM., TOKUSHIMA, OCT. 30TH - NOV. 1ST, 1986, OXFO+
  作者：MATSUDA, AKIRA、UEDA, TOHRU、OHARA, YOSHIKO、SATAKE, HIROYASU、NEGISHI, KAZUO+

  DOI：——

  日期：——
• 10.1002/chem.202401774
  作者：Ge, Yuhua、Peng, Yijiang、Xie, Ruoqian、Luo, Yang、Li, Yangyan、Chen, Gang

  DOI：10.1002/chem.202401774

  日期：——

  We present herein a novel photo‐mediated homolytic C‐S bond formation for the preparation of alkylthiopurines and alkylthiopurine nucleosides. Despite the presence of reactive sites for the Minisci reaction, chemoselective S‐alkylation remained the predominant pathway. This method allows for the late‐stage introduction of a broad spectrum of alkyl groups onto the sulfur atom of unprotective mercaptopurine derivatives, encompassing 2‐, 6‐, and 8‐mercaptopurine rings. Organoborons serve as efficient and eco‐friendly alkylating reagents, providing advantages in terms of readily availability, stability, and reduced toxicity. Further derivatization of the thioetherified nucleosides, together with anti‐tumor assays, led to the discovery of potent anti‐tumor agents with an IC50 value reaching 6.1 µM (Comp. 31 for Jurkat).
• A Convenient Method for the Synthesis of 2-Phenyl- and 2-Heteroarylpurine Nucleosides
  作者：A. Matsuda、K. Satoh、H. Tanaka、T. Miyasaka

  DOI：10.1055/s-1984-31039

  日期：——