利索-全球专利检索

  1. 登录
  2. 注册
发明公开
CN104513287A 一种β-胸苷的合成方法 有权

一种β-胸苷的合成方法
摘要：
本发明公开了一种β-胸苷的合成方法，包括：2-脱氧-D-核糖与甲醇反应制备得到1-O-甲基-2-脱氧-α,β-D-呋喃核糖，然后与乙酐反应制备2-脱氧-1,3,5-三（-O-乙酰）-α，β-D-呋喃核糖，再与保护的胸腺嘧啶（5-甲基-2,4-二（三甲基硅氧基）嘧啶进行缩合反应得5-甲基-3′,5′-O-二乙酰基-β-D-糖苷，5-甲基-3′,5′-O-二乙酰基-β-D-糖苷在碱性条件下皂化得到β-胸苷。本发明的合成方法只有四步反应，工艺比较简单，收率高；且本发明采用在最后几步引入保护的胸腺嘧啶，提高了保护的胸腺嘧啶的利用率，降低了合成成本，且整个过程工艺条件比较温和，安全性高，适于工业化生产。
摘要（英）：

The invention discloses a synthetic method of [beta]-thymidine. The synthetic method comprises following steps: (1) carrying out a reaction between 2-deoxy-D-ribose and methanol to prepare 1-O-methyl-2-deoxy-[alpha],[beta]-D-ribofuranose; (2) carrying out a reaction between the 1-O-methyl-2-deoxy-[alpha],[beta]-D-ribofuranose and acetic anhydride to prepare 2-deoxy-1,3,5-tri(-O-acetyl)-[alpha],[beta]-D-ribofuranose; (3) carrying out a condensation reaction between the 2-deoxy-1,3,5-tri(-O-acetyl)-[alpha],[beta]-D-ribofuranose and a protected thymine(5-methyl-2,4-bis(trimethylsiloxy)pyrimidine) to obtain 5-methyl-3',5'-O-diacetyl-[beta]-D-glucoside; and (4) carrying out saponification to the 5-methyl-3',5'-O-diacetyl-[beta]-D-glucoside under an alkaline condition to obtain the [beta]-thymidine. The synthetic method only comprises four reactions, is simple in processes and is high in yield. In addition, by means of introduction of the protected thymine in the last two steps, utilization rate of the protected thymine is increased and a synthetic cost is reduced. The synthetic method is mild in technical conditions, is high in safety and is suitable for industrialized production.

公开/授权文献
0/0