Opening of 2',3'-O-anhydro-ring of 2',3'-O-anhydro-lyxo-uridine by alkyl- and arylamines. Easy syntheses and preparative uses of 2'-deoxy-2'-alkylamino-xylo- and 3'-deoxy-3'-alkylamino-ara-uridines
Opening of 2',3'-O-anhydro-ring of 2',3'-O-anhydro-lyxo-uridine by alkyl- and arylamines. Easy syntheses and preparative uses of 2'-deoxy-2'-alkylamino-xylo- and 3'-deoxy-3'-alkylamino-ara-uridines
Contrary to the previous report (ref. 8), under controlled conditions alkylamines, both primary and secondary and arylamines, opened the epoxide ring of 1-(5-O-trityl-2,3-O-anhydro-β-D-lyxo-furanosyl)-uracil to produce 2'-deoxy-2'-alkylamino-xylo- and 3'-deoxy-3'-alkylamino-ara-uridines without causing any significant deglycosylation. To show the utility of these products, several modified uridine derivatives were synthesised.
1459-1470
Bera, Sanjib
b8aed6b6-2740-4679-86e1-0ed14736bba9
Pathak, Tanmaya
81d76642-fc24-4e9d-b991-679d4d901c52
Langley, Graham J.
7ac80d61-b91d-4261-ad17-255f94ea21ea
30 January 1995
Bera, Sanjib
b8aed6b6-2740-4679-86e1-0ed14736bba9
Pathak, Tanmaya
81d76642-fc24-4e9d-b991-679d4d901c52
Langley, Graham J.
7ac80d61-b91d-4261-ad17-255f94ea21ea
Bera, Sanjib, Pathak, Tanmaya and Langley, Graham J.
(1995)
Opening of 2',3'-O-anhydro-ring of 2',3'-O-anhydro-lyxo-uridine by alkyl- and arylamines. Easy syntheses and preparative uses of 2'-deoxy-2'-alkylamino-xylo- and 3'-deoxy-3'-alkylamino-ara-uridines.
Tetrahedron, 51 (5), .
(doi:10.1016/0040-4020(94)01040-7).
Abstract
Contrary to the previous report (ref. 8), under controlled conditions alkylamines, both primary and secondary and arylamines, opened the epoxide ring of 1-(5-O-trityl-2,3-O-anhydro-β-D-lyxo-furanosyl)-uracil to produce 2'-deoxy-2'-alkylamino-xylo- and 3'-deoxy-3'-alkylamino-ara-uridines without causing any significant deglycosylation. To show the utility of these products, several modified uridine derivatives were synthesised.
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Published date: 30 January 1995
Identifiers
Local EPrints ID: 499043
URI: http://eprints.soton.ac.uk/id/eprint/499043
ISSN: 0040-4020
PURE UUID: 8817d6ec-e55b-41f7-94db-75130bb5a127
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Date deposited: 07 Mar 2025 17:38
Last modified: 08 Mar 2025 02:34
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Author:
Sanjib Bera
Author:
Tanmaya Pathak
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