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Volumn 62, Issue 44, 2006, Pages 10325-10331

Synthesis of aza-analogues of Ganciclovir

Author keywords

Acyclic azanucleosides; Ganciclovir analogues; N Mesyl 5 hydroxymethyl 1,3 oxazolidine; N Pivaloyloxymethyl sulfonamides

Indexed keywords

1 [N [2 BENZOYLOXY 1 (HYDROXYMETHYL)ETHYL]MESYLAMINOMETHYL] 5 FLUORO 1H,3H PYRIMIDIN 2,4 DIONE; 1 [N [2 BENZOYLOXY 1 (HYDROXYMETHYL)ETHYL]MESYLAMINOMETHYL] 5 METHYL 1H,3H PYRIMIDIN 2,4 DIONE; 1 [N [2 HYDROXY 1 (HYDROXYMETHYL)ETHYL]MESYLAMINOMETHYL] 5 FLUORO 1H,3H PYRIMIDIN 2,4 DIONE; 1 [N [2 HYDROXY 1 (HYDROXYMETHYL)ETHYL]MESYLAMINOMETHYL] 5 METHYL 1H,3H PYRIMIDIN 2,4 DIONE; 4 (BENZOYLAMINO) 1 [N [2 BENZOYLOXY 1 (HYDROXYMETHYL)ETHYL] MESYLAMINOMETHYL] 1H PYRIMIDIN 2 ONE; 5 (2 BROMOVINYL) 2' DEOXYURIDINE; 6 (BENZOYLAMINO) 9 [N [2 BENZOYLOXY 1 (HYDROXYMETHYL)ETHYL] MESYLAMINOMETHYL] 9H PURINE; 9 (2,3 DIHYDROXYPROPYL)ADENINE; ACICLOVIR; ANTIVIRUS AGENT; GANCICLOVIR; GANCICLOVIR DERIVATIVE; NUCLEOSIDE DERIVATIVE; RIBAVIRIN; UNCLASSIFIED DRUG;

EID: 33748688602     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.08.072     Document Type: Article
Times cited : (9)

References (47)
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    • note
    • 1 no acyclic azanucleoside is described.
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    • Sas, W.; Koszytkowska-Stawińska, M.; Kaleta, K.; De Clercq, E. Nucleosides Nucleotides Nucleic Acids, in press.
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    • Literature data show that the synthesis of N-unprotected acyclic azanucleosides is impossible; it was found out that attempts at removal of N-acyl protecting group from 'cyclic' azanucleosides caused their rapid decomposition.
    • Literature data show that the synthesis of N-unprotected acyclic azanucleosides is impossible; it was found out that attempts at removal of N-acyl protecting group from 'cyclic' azanucleosides caused their rapid decomposition. Altmann K.-H. Tetrahedron Lett. 34 (1993) 7721-7724
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    • Altmann, K.-H.1
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    • Recently, similar observation has been made by us for acyclic N-acetyl analogues of ganciclovir; an intramolecular migration of N-acetyl group from nitrogen atom to oxygen, causing deprotection of the nitrogen atom of sugar mimic, is responsible for a decomposition of the azanucleosides in a basic medium (unpublished results).
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    • note
    • 10 acyclic aza-analogues of guanosine as well as adenosine (independently of kind of N-substituent), the fiasco of preparation of the N-mesyl analogue guanosine by various methods (Ref. 9 and this paper) is somewhat puzzling, indeed. Studies on solution of this problem are in progress.
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    • note
    • Required to cause a microscopically detectable alteration of normal cell morphology.
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    • note
    • 6SM cells, >100 μM).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.