Title:
β-L-2’-デオキシヌクレオシドの合成
Document Type and Number:
Japanese Patent JP2007527396
Kind Code:
A
Abstract:
An improved process for the preparation of 2'-modified nucleosides and 2'-deoxynucleosides, such as, ²-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.
Inventors:
Strawr, Lichyard
Musa, Adele
Wang, Jin Yang
Chauaudouri, Narayan
Mathieu, Stephen
Stiletto art, alisteria
Musa, Adele
Wang, Jin Yang
Chauaudouri, Narayan
Mathieu, Stephen
Stiletto art, alisteria
Application Number:
JP2006518785A
Publication Date:
September 27, 2007
Filing Date:
June 30, 2004
Export Citation:
Assignee:
Idenix (Cayman) Limited
International Classes:
C07H19/073; A61K31/7072; A61K31/7076; C07H13/08; C07H19/00; C07H19/048; C07H19/22; C12Q
Domestic Patent References:
| JPH05505794A | 1993-08-26 | |||
| JPH11514648A | 1999-12-14 | |||
| JPS60174753A | 1985-09-09 | |||
| JPH08504753A | 1996-05-21 | |||
| JPH0959293A | 1997-03-04 | |||
| JP2002322192A | 2002-11-08 | |||
| JPS5492972A | 1979-07-23 |
Foreign References:
| WO2002057425A2 | 2002-07-25 | |||
| DE10020275A1 | 2001-10-31 |
Other References:
WALKER, J.A., II, ET AL., J. ORG. CHEM., vol. 61(6), JPN6010052494, pages 2219 - 2221, ISSN: 0001722180
Attorney, Agent or Firm:
Yoshio Kawaguchi
Makoto Ono
Kenkyo Kanayama
Katsuma Osaki
Mitsuaki Tsubokura
Makoto Ono
Kenkyo Kanayama
Katsuma Osaki
Mitsuaki Tsubokura