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Volumn 44, Issue 18, 2003, Pages 3621-3624

Reaction of 1,3-dimethyl-5-acetyl-barbituric acid (DAB) with primary amines. Access to intermediates for selectively protected spermidines

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIMETHYL 5 ACETYLBARBITURIC ACID; AMINE; BARBITURIC ACID DERIVATIVE; SPERMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037471457     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00709-3     Document Type: Article
Times cited : (19)

References (25)
  • 10
    • 0029926329 scopus 로고    scopus 로고
    • Nash I.A., Bycroft B.W., Chan W.C. Tetrahedron Lett. 37:1996;2625-2628 Chan, W. C.; Bycroft, B. W.; Evans, D. J.; White, P. D. J. Chem. Soc., Chem. Commun. 1995, 2209-2210. See also: (k) Bannwarth, W.; Huebscher, J.; Barner, R. Bioorg. Med. Chem. Lett. 1996, 6, 1525-1528.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 2625-2628
    • Nash, I.A.1    Bycroft, B.W.2    Chan, W.C.3
  • 14
    • 85031209173 scopus 로고    scopus 로고
    • 2 at room temperature for 5 h. Flash-chromatography affords DAB in 90% yield (mp: 84-86°C).
    • 2 at room temperature for 5 h. Flash-chromatography affords DAB in 90% yield (mp: 84-86°C).
  • 15
    • 85031198513 scopus 로고    scopus 로고
    • Protecting and Linking Groups for Organic Synthesis. WO 99/15510 PCT/AU98/00808. For a related work see: Dekany, G.; Bornaghi, L.; Papageorgiou, J.; Taylor, S. Tetrahedron Lett. 2001, 42, 3129-3132
    • DAB has been previously used to protect aminosugars: A. Alchemia Pty. Ltd., Toth, I.; Dekany, G.; Kellam, B. (1999). Protecting and Linking Groups for Organic Synthesis. WO 99/15510 PCT/AU98/00808. For a related work see: Dekany, G.; Bornaghi, L.; Papageorgiou, J.; Taylor, S. Tetrahedron Lett. 2001, 42, 3129-3132.
    • (1999)
    • Toth, I.1    Dekany, G.2    Kellam, B.3
  • 17
    • 0036174876 scopus 로고    scopus 로고
    • Preparation of (3-aminopropyl)-(2-nitro)-benzenesulfonamide (entry 9) from 1,3-diaminopropane was adapted from:
    • Preparation of (3-aminopropyl)-(2-nitro)-benzenesulfonamide (entry 9) from 1,3-diaminopropane was adapted from: Amssoms K., Augustyns K., Yamani A., Zhang M., Haemers A. Synth. Commun. 32:2002;319-328.
    • (2002) Synth. Commun. , vol.32 , pp. 319-328
    • Amssoms, K.1    Augustyns, K.2    Yamani, A.3    Zhang, M.4    Haemers, A.5
  • 18
    • 85031210038 scopus 로고    scopus 로고
    • The reaction of DAB with anilines and α-aminoacids afforded negligible yields of the corresponding enamine, even after 24 h of reflux in THF.
    • The reaction of DAB with anilines and α-aminoacids afforded negligible yields of the corresponding enamine, even after 24 h of reflux in THF.
  • 19
    • 85031203795 scopus 로고    scopus 로고
    • 3: 344.1848. Found: 344.1797.
    • 3: 344.1848. Found: 344.1797.
  • 20
    • 85031201994 scopus 로고    scopus 로고
    • See Refs. 2b and 2c.
    • See Refs. 2b and 2c.
  • 22
    • 85031209949 scopus 로고    scopus 로고
    • note
    • -1.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.