发明申请
- 专利标题: Synthesis of beta-L-2'-deoxy nucleosides
- 专利标题(中): β-L-2'-脱氧核苷的合成
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申请号: US10882893申请日: 2004-06-30
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公开(公告)号: US20050059632A1公开(公告)日: 2005-03-17
- 发明人: Richard Storer , Adel Moussa , Jingyang Wang , Narayan Chaudhuri , Steven Mathieu , Alistair Stewart
- 申请人: Richard Storer , Adel Moussa , Jingyang Wang , Narayan Chaudhuri , Steven Mathieu , Alistair Stewart
- 主分类号: A61K31/7072
- IPC分类号: A61K31/7072 ; A61K31/7076 ; C07H13/08 ; C07H19/00 ; C07H19/048 ; C07H19/073 ; C07H19/22 ; C12Q20060101
摘要:
An improved process for the preparation of 2′-modified nucleosides and 2′-deoxy-nucleosides, such as, β-L-2′-deoxy-thymidine (LdT), is provided. In particular, the improved process is directed to the synthesis of a 2′-deoxynucleoside that may utilize different starting materials but that proceeds via a chloro-sugar intermediate or via a 2,2′-anhydro-1-furanosyl-nucleobase intermediate. Where an 2,2′-anhydro-1-furanosyl base intermediate is utilized, a reducing agent, such as Red-Al, and a sequestering agent, such as 15-crown-5 ether, that cause an intramolecular displacement reaction and formation of the desired nucleoside product in good yields are employed. An alternative process of the present invention utilizes a 2,2′-anhydro-1-furanosyl base intermediate without a sequestering agent to afford 2′-deoxynucleosides in good yields. The compounds made according to the present invention may be used as intermediates in the preparation of other nucleoside analogues, or may be used directly as antiviral and/or antineoplastic agents.
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