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Volumn 27, Issue 9, 2008, Pages 1045-1060

Novel enamine derivatives of 5,6-dihydro-2′-deoxyuridine formed in reductive amination of 5-formyl-2′-deoxyuridine

Author keywords

5 formyl 2 deoxyuridine; Modified nucleosides; Nucleoside Schiff bases; Reductive amination; Sodium triacetoxyborohydride

Indexed keywords

5 FORMYL 3',5' DI O ACETYL 2' DEOXYURIDINE; 5,6 DIHYDRO 2' DEOXYURIDINE; AMINE; ENAMINE; SCHIFF BASE; SODIUM BOROHYDRIDE; SODIUM TRIACETOXYBOROHYDRIDE; UNCLASSIFIED DRUG; URIDINE DERIVATIVE;

EID: 49749109112     PISSN: 15257770     EISSN: 15322335     Source Type: Journal    
DOI: 10.1080/15257770802271789     Document Type: Article
Times cited : (5)

References (18)
  • 2
    • 0013436941 scopus 로고
    • Forty years of hydride reductions
    • Brown, H.C.; Krishnamurthy, S. Forty years of hydride reductions. Tetrahedron 1979, 35, 567-607.
    • (1979) Tetrahedron , vol.35 , pp. 567-607
    • Brown, H.C.1    Krishnamurthy, S.2
  • 3
    • 4043071644 scopus 로고
    • Cyanohydridoborate anion as a selective reducing agent
    • Borch, R.F.; Bernstein, M.D.; Durst, H.D. Cyanohydridoborate anion as a selective reducing agent. J. Am. Chem. Soc. 1971, 93, 2897-2904.
    • (1971) J. Am. Chem. Soc , vol.93 , pp. 2897-2904
    • Borch, R.F.1    Bernstein, M.D.2    Durst, H.D.3
  • 4
    • 0000844109 scopus 로고    scopus 로고
    • Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures
    • Abdel-Magid, A.F.; Carson, K.G.; Harris, B.D.; Maryanoff, C.A.; Shah, R.D. Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures. J. Org. Chem. 1996, 61, 3849-3862.
    • (1996) J. Org. Chem , vol.61 , pp. 3849-3862
    • Abdel-Magid, A.F.1    Carson, K.G.2    Harris, B.D.3    Maryanoff, C.A.4    Shah, R.D.5
  • 5
    • 33750116951 scopus 로고    scopus 로고
    • A Review on the use of sodium triacetoxyborohydride in the reductive amination of ketones and aldehydes
    • Abdel-Magid, A.F.; Mehrman, S.J. A Review on the use of sodium triacetoxyborohydride in the reductive amination of ketones and aldehydes. Org. Process Res. Dev. 2006, 10, 971-1031.
    • (2006) Org. Process Res. Dev , vol.10 , pp. 971-1031
    • Abdel-Magid, A.F.1    Mehrman, S.J.2
  • 6
    • 33750106419 scopus 로고    scopus 로고
    • The synthetic versatility of acyloxyborohydrides
    • Gribble, G.W. The synthetic versatility of acyloxyborohydrides. Org. Process Res. Dev. 2006, 10, 1062-1075.
    • (2006) Org. Process Res. Dev , vol.10 , pp. 1062-1075
    • Gribble, G.W.1
  • 7
    • 18844412770 scopus 로고    scopus 로고
    • Use of carbonyl group addition-elimination reactions for synthesis of nucleic acid conjugates
    • Zatsepin, T.S.; Stetsenko, D.A.; Gait, M.J.; Oretskaya, T.S. Use of carbonyl group addition-elimination reactions for synthesis of nucleic acid conjugates. Bioconjugate Chem. 2005, 16, 471-489.
    • (2005) Bioconjugate Chem , vol.16 , pp. 471-489
    • Zatsepin, T.S.1    Stetsenko, D.A.2    Gait, M.J.3    Oretskaya, T.S.4
  • 8
    • 0023552056 scopus 로고
    • Synthesis and properties of deoxyoligonucleotides containing putrescinylthymine (nucleosides and nucleotides. LXXVI)
    • Takeda, T.; Ikeda, K.; Mizuno, Y.; Ueda, T. Synthesis and properties of deoxyoligonucleotides containing putrescinylthymine (nucleosides and nucleotides. LXXVI). Chem. Pharm. Bull. 1987, 35, 3558-3567.
    • (1987) Chem. Pharm. Bull , vol.35 , pp. 3558-3567
    • Takeda, T.1    Ikeda, K.2    Mizuno, Y.3    Ueda, T.4
  • 9
    • 33846401217 scopus 로고    scopus 로고
    • Synthetic oligonucleotide combinatorial libraries. 4. Synthesis of 5-polyaminomethyl-2′-deoxyuridines
    • Godzina, P.; Markiewicz, W.T. Synthetic oligonucleotide combinatorial libraries. 4. Synthesis of 5-polyaminomethyl-2′-deoxyuridines. Collect. Czech. Chem. Commun. Symp. Ser. 1999, 2, 79-82.
    • (1999) Collect. Czech. Chem. Commun. Symp. Ser , vol.2 , pp. 79-82
    • Godzina, P.1    Markiewicz, W.T.2
  • 10
    • 0033044196 scopus 로고    scopus 로고
    • Introduction of 5-formyl-2′-deoxyuridine into a kB site: Critical discrimination of a base structure in the major groove by NFkB p50 homodimer
    • Kittaka, A.; Horii, C.; Kuze, T.; Asakura, T.; Ito, K.; Nakamura, K.T.; Miyasaka, T.; Inoue, J.I. Introduction of 5-formyl-2′-deoxyuridine into a kB site: Critical discrimination of a base structure in the major groove by NFkB p50 homodimer. Synlett 1999, 869-872.
    • (1999) Synlett , pp. 869-872
    • Kittaka, A.1    Horii, C.2    Kuze, T.3    Asakura, T.4    Ito, K.5    Nakamura, K.T.6    Miyasaka, T.7    Inoue, J.I.8
  • 12
    • 0038499722 scopus 로고    scopus 로고
    • Functional tuning of nucleic acids by chemical modifications: Tailored oligonucleotides as drugs, devices, and diagnostics
    • Verma, S.; Jager, S.; Thum, O.; Famulok, M. Functional tuning of nucleic acids by chemical modifications: Tailored oligonucleotides as drugs, devices, and diagnostics. Chemical Record 2003, 3, 51-60.
    • (2003) Chemical Record , vol.3 , pp. 51-60
    • Verma, S.1    Jager, S.2    Thum, O.3    Famulok, M.4
  • 13
    • 0036603595 scopus 로고    scopus 로고
    • Recent advances in the in vitro evolution of nucleic acids
    • Bittker, J.A.; Phillips, K.J.; Liu, D.R. Recent advances in the in vitro evolution of nucleic acids. Curr. Opin. Chem. Biol. 2002, 6, 367-374.
    • (2002) Curr. Opin. Chem. Biol , vol.6 , pp. 367-374
    • Bittker, J.A.1    Phillips, K.J.2    Liu, D.R.3
  • 14
    • 33846342497 scopus 로고    scopus 로고
    • Uracil ring opening in the reaction of 5-formyl-2′-deoxyuridine with primary alkyl amines
    • Sochacka, E.; Smuga, D. Uracil ring opening in the reaction of 5-formyl-2′-deoxyuridine with primary alkyl amines. Tetrahedron Lett. 2007, 48, 1363-1367.
    • (2007) Tetrahedron Lett , vol.48 , pp. 1363-1367
    • Sochacka, E.1    Smuga, D.2
  • 15
    • 0027967842 scopus 로고
    • Synthesis and properties of oligonucleotides containing 5-formyl-2′-deoxyuridinee
    • Ono, A.; Okamoto, T.; Inada, M.; Nara, H.; Matsuda, A. Synthesis and properties of oligonucleotides containing 5-formyl-2′-deoxyuridinee. Chem. Pharm. Bull. 1994, 42, 2231-2237.
    • (1994) Chem. Pharm. Bull , vol.42 , pp. 2231-2237
    • Ono, A.1    Okamoto, T.2    Inada, M.3    Nara, H.4    Matsuda, A.5
  • 17
    • 27744604129 scopus 로고    scopus 로고
    • Tonkikh, N.N.; Strakovs, A.; Petrova, M. N-monosubstituted 6-aminomethylene-5-oxo-2-phenyl-5,6,7,8- tetrahydroquinazolines. Chem. Heterocycl. Comp. 2005, 41, 1053-1058.
    • Tonkikh, N.N.; Strakovs, A.; Petrova, M. N-monosubstituted 6-aminomethylene-5-oxo-2-phenyl-5,6,7,8- tetrahydroquinazolines. Chem. Heterocycl. Comp. 2005, 41, 1053-1058.
  • 18
    • 0036009651 scopus 로고    scopus 로고
    • Synthesis and cleavage experiments of oligonucleotide conjugates with a diimidazole-derived catalytic center
    • Verbeure, B.; Lacey, C.J.; Froeyen, M.; Rozenski, J.; Herdewijn, P. Synthesis and cleavage experiments of oligonucleotide conjugates with a diimidazole-derived catalytic center. Bioconjugate Chem. 2002, 13, 333-350.
    • (2002) Bioconjugate Chem , vol.13 , pp. 333-350
    • Verbeure, B.1    Lacey, C.J.2    Froeyen, M.3    Rozenski, J.4    Herdewijn, P.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.