Process for the manufacture of 2-deoxy-D-threo-pentofuranosides, intermediates for their manufacture and their use
申请人:CHEMPROSA, CHEMISCHE PRODUKTE SAISCHEK GmbH
公开号:EP0450585A2
公开(公告)日:1991-10-09
Disclosed is a process for the manufacture of 2-Deoxy-D-threo-pentofuranosides of formula 1
wherein R₁ is an alkyl group having 1 to 4 carbon atoms and R₇ is a hydroxy protection group by reacting a 2-deoxy-D-erythro-pentofuranoside of formula 2
wherein R₁ is an alkyl group having 1 to 4 carbon atoms, R₃ is an alkyl-, aryl-, alkylaryl- or aralkyl-sulfonyl group, either unsubstituted or substituted one or more times by halogen atoms, nitro or alkoxy groups, an imidazolesulfonyl or halosulfonyl group, and R₄ has the same meaning as R₃ or signifies a hydroxy protection group.
Furtheron disclosed are a process for the manufacture of 3-substituted 2-deoxy-D-erythro-pentofuranosides using these compounds and novel and substituted and unsubstituted 2-deoxy-D-pentofuranosides and their use for the manufacture of 3'-substituted 2'-deoxynucleosides.
本发明公开了一种用于制造式 1 的 2-脱氧-D-苏-戊呋喃糖苷的工艺
其中 R₁ 是具有 1 至 4 个碳原子的烷基,R₇ 是羟基保护基团,通过使式 2 的 2-脱氧-D-赤式戊呋喃糖苷反应制得
其中 R₁ 是具有 1 至 4 个碳原子的烷基,R₃ 是烷基、芳基、烷芳基或芳烷基-磺酰基,可以是未取代的,也可以是被卤素原子、硝基或烷氧基、咪唑磺酰基或卤代磺酰基取代一次或多次的烷基、芳基、烷芳基或芳烷基-磺酰基,R₄ 的含义与 R₃ 相同,或者表示羟基保护基。
此外,还公开了一种利用这些化合物和新颖的取代和未取代的 2-脱氧-D-戊呋喃糖苷制造 3-取代的 2-脱氧-D-赤式戊呋喃糖苷的工艺,以及它们在制造 3'-取代的 2'-脱氧核苷中的用途。