Journal article
METHYL 5-O-TERT-BUTYLDIPHENYLSILYL-2-DEOXY-D-THREO-PENTOFURANOSIDE - AN APPROACH TO THE SYNTHESIS OF 3'-SUBSTITUTED-2',3'-DIDEOXYNUCLEOSIDES INCLUDING 3'-AZIDO-3'-DEOXYTHYMIDINE AND OF 3'-SUBSTITUTED-2',3'-DIDEOXY-C-NUCLEOSIDES
- Abstract:
-
The Barton deoxygenation of methyl 3,5-O-isopropylidene-αβ-D-xylofuranoside is the key step in a short synthesis of methyl 5-O-tert-butyldiphenylsilyl-2-deoxy-αβ-D-threo-pentofuranoside (1) from D-xylose. The syntheses of methyl 2,3-dideoxy-3-fluoro-gaβ-D-erythro-pentofuranoside and of a protected 3-azido-2,3-dideoxy-D-erythro-pentofuranose, a possible intermediate for the synthesis of 3′-azido-3'-deoxythymidine (AZT), are reported and the potential of (1) as a divergent intermediate for the ...
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- Publication status:
- Published
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- Publisher copy:
- 10.1016/S0040-4039(00)95550-3
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Bibliographic Details
- Journal:
- TETRAHEDRON LETTERS
- Volume:
- 28
- Issue:
- 31
- Pages:
- 3615-3618
- Publication date:
- 1987-01-01
- DOI:
- ISSN:
-
0040-4039
- Source identifiers:
-
42716
Item Description
- Language:
- English
- Pubs id:
-
pubs:42716
- UUID:
-
uuid:9030ad34-bce5-4be3-a96f-20ccf5f1a944
- Local pid:
- pubs:42716
- Deposit date:
- 2012-12-19
Terms of use
- Copyright date:
- 1987
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