(6aS)-8t-hydroxymethyl-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]thiazolo[3,2-e]purin-7c-ol | 37070-27-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: (6aS)-8t-hydroxymethyl-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]thiazolo[3,2-e]purin-7c-ol
• 英文别名: (11S,12R,13R,15R)-13-(hydroxymethyl)-14-oxa-10-thia-1,3,5,8-tetrazatetracyclo[7.6.0.02,7.011,15]pentadeca-2,4,6,8-tetraen-12-ol
• CAS: 37070-27-2
• 化学式: C₁₀H₁₀N₄O₃S
• 分子量: 266.28
• InChiKey: LMQGIYHBVWWGJF-JAGXHNFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (6aS)-7c-acetoxy-8t-acetoxymethyl-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]thiazolo[3,2-e]purine 在 氨 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以72%的产率得到(6aS)-8t-hydroxymethyl-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]thiazolo[3,2-e]purin-7c-ol
  参考文献：
  名称：

  Facile Synthesis of 8, 2′-S-Cyclopurine Nucleoside

  摘要：

  This paper describes the synthesis of 8,2'-anhydro-8-mercapto-9-(beta-D-arabinofuranosyl)purine (8,2'-S-cyclopurinenucleoside, 1) via the shorter route from 3',5'-di-O-acectyl-8,2'-S-cycloadenosine (6) and by direct reductive deamination with n-pentyl nitrite in tetrahydrofuran (THF) and deacetylation. The preparation of 8,2'-S-cycloadenosine (2) was achieved in good yield by the cyclization of the protected 8-mercaptoadenosine with triphenylphosphine and diethyl azodicarboxylate (DEAD) in THF at room temperature, under Mitsunobu reaction conditions.

  DOI：

  10.1080/07328319808003459

文献信息

• Ikehara,M.; Muraoka,M., Journal of Carbohydrates, Nucleosides, Nucleotides, 1977, vol. 4, p. 1 - 21
  作者：Ikehara,M.、Muraoka,M.

  DOI：——

  日期：——