메뉴 건너뛰기




Volumn 35, Issue 8, 2005, Pages 1085-1094

Efficient synthesis of orthogonally protected spermidine and norspermidine derivatives

Author keywords

Michael addition; Polyamines; Protecting groups; Reduction

Indexed keywords

AMINO ACID DERIVATIVE; ETHER DERIVATIVE; LITHIUM DERIVATIVE; NITRILE; POLYAMINE DERIVATIVE; PUTRESCINE DERIVATIVE; SPERMIDINE DERIVATIVE;

EID: 17044367429     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-200054211     Document Type: Article
Times cited : (3)

References (20)
  • 1
    • 0034125009 scopus 로고    scopus 로고
    • Structure, biological activity and synthesis of polyamine analogues and conjugates
    • Karigiannis, G.; Papaioannou, D. Structure, biological activity and synthesis of polyamine analogues and conjugates. Eur. J. Org. Chem. 2000, 1841-1863.
    • (2000) Eur. J. Org. Chem. , pp. 1841-1863
    • Karigiannis, G.1    Papaioannou, D.2
  • 2
    • 0033870740 scopus 로고    scopus 로고
    • Synthesis of polyamines, their derivatives, analogues and conjugates
    • Kuksa, V.; Buchan, R.; Liu, P. K. T. Synthesis of polyamines, their derivatives, analogues and conjugates. Synthesis 2000, 1189-1207.
    • (2000) Synthesis , pp. 1189-1207
    • Kuksa, V.1    Buchan, R.2    Liu, P.K.T.3
  • 3
    • 0000050837 scopus 로고
    • Methods for the selective modification of spermidine and its homologues
    • Bergeron, R. J. Methods for the selective modification of spermidine and its homologues. Acc. Chem. Res. 1986, 19, 105-113.
    • (1986) Acc. Chem. Res. , vol.19 , pp. 105-113
    • Bergeron, R.J.1
  • 5
    • 0018353062 scopus 로고
    • 3-Di-tert-butoxycarbonyl spermidine: A synthesis of the aglycone of the LL-BM123 antibiotic
    • 3-Di-tert-butoxycarbonyl spermidine: A synthesis of the aglycone of the LL-BM123 antibiotic. J. Org. Chem. 1979, 44, 1166-1168.
    • (1979) J. Org. Chem. , vol.44 , pp. 1166-1168
    • Humora, M.1    Quick, J.2
  • 6
    • 0345557126 scopus 로고
    • Synthesis of edeine antibiotics and their analogs, Part I: Synthesis of N-(3-aminopropyl)-N,N′-di-t-butoxycarbonyl-1,4-diaminobutane
    • Andruszkiewicz, R.; Wojciechowska, H.; Borowski, E. Synthesis of edeine antibiotics and their analogs, Part I: Synthesis of N-(3-aminopropyl)-N, N′-di-t-butoxycarbonyl-1,4-diaminobutane. Polish J. Chem. 1978, 52, 1167-1172.
    • (1978) Polish J. Chem. , vol.52 , pp. 1167-1172
    • Andruszkiewicz, R.1    Wojciechowska, H.2    Borowski, E.3
  • 8
    • 37049086901 scopus 로고
    • Selective protection of polyamines: Synthesis of model compounds and spermidine derivatives
    • Lurdes, M.; Almeida, M. L. S.; Grehn, L.; Ragnarsson, U. Selective protection of polyamines: Synthesis of model compounds and spermidine derivatives. J. Chem. Soc. Perkin Trans, 1 1988, 1905-1911.
    • (1988) J. Chem. Soc. Perkin Trans, 1 , pp. 1905-1911
    • Lurdes, M.1    Almeida, M.L.S.2    Grehn, L.3    Ragnarsson, U.4
  • 9
    • 0037733045 scopus 로고    scopus 로고
    • Synthesis of orthogonally protected (3R,4S) and (3S,4S)-4,5-diamino-3- hydroxypentanoic acids
    • Czajgucki, Z.; Sowiński, P.; Andruszkiewicz, R. Synthesis of orthogonally protected (3R,4S) and (3S,4S)-4,5-diamino-3-hydroxypentanoic acids. Amino Acids 2003, 24, 289-291.
    • (2003) Amino Acids , vol.24 , pp. 289-291
    • Czajgucki, Z.1    Sowiński, P.2    Andruszkiewicz, R.3
  • 10
    • 0036456194 scopus 로고    scopus 로고
    • Efficient synthesis of N-benzyloxycarbonyl-and N-tert-butoxycarbonyl-(S)- isoserine and their derivatives
    • Andruszkiewicz, R.; Wyszogrodzka, M. Efficient synthesis of N-benzyloxycarbonyl-and N-tert-butoxycarbonyl-(S)-isoserine and their derivatives. Synlett 2002, 2101-2103.
    • (2002) Synlett , pp. 2101-2103
    • Andruszkiewicz, R.1    Wyszogrodzka, M.2
  • 11
    • 4444245470 scopus 로고    scopus 로고
    • A convenient synthesis of (S)-O-benzyl-N-tert-butoxycarbonyl-β- tyrosine
    • Andruszkiewicz, R.; Treder, A. A convenient synthesis of (S)-O-benzyl-N-tert-butoxycarbonyl-β-tyrosine. Polish J. Chem. 2004, 78, 1081-1084.
    • (2004) Polish J. Chem. , vol.78 , pp. 1081-1084
    • Andruszkiewicz, R.1    Treder, A.2
  • 13
    • 0028807405 scopus 로고
    • Total synthesis of polyamine spider toxin argiotoxin-636 by a practical reductive alkylation strategy
    • Blagbrough, I. S.; Moya, E. Total synthesis of polyamine spider toxin argiotoxin-636 by a practical reductive alkylation strategy. Tetrahedron Lett. 1995, 36, 9393-9396.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 9393-9396
    • Blagbrough, I.S.1    Moya, E.2
  • 15
    • 0030738713 scopus 로고    scopus 로고
    • A rapid and efficient preparation of linear and macrocyclic polyamine bolaphiles
    • Bradley, J. C.; Vigneron, J. P.; Lehn, J. M. A rapid and efficient preparation of linear and macrocyclic polyamine bolaphiles. Synth. Commun. 1997, 27, 2833-2845.
    • (1997) Synth. Commun. , vol.27 , pp. 2833-2845
    • Bradley, J.C.1    Vigneron, J.P.2    Lehn, J.M.3
  • 16
    • 0342634425 scopus 로고
    • Analogs of spermine and spermidine
    • Israel, M.; Modest, E. J. Analogs of spermine and spermidine. Methods Enzymol. 1983, 94, 411-416.
    • (1983) Methods Enzymol. , vol.94 , pp. 411-416
    • Israel, M.1    Modest, E.J.2
  • 17
    • 53349112702 scopus 로고
    • Mono-protected diamines: N-tert-butoxycarbonyl-α, ω-alkanediamines from α,ω-alkanediamines
    • Krapcho, A. P.; Kuell, C. S. Mono-protected diamines: N-tert-butoxycarbonyl-α, ω-alkanediamines from α,ω- alkanediamines. Synth. Commun. 1990, 20, 2559-2564.
    • (1990) Synth. Commun. , vol.20 , pp. 2559-2564
    • Krapcho, A.P.1    Kuell, C.S.2
  • 18
    • 84987478892 scopus 로고
    • Monoprotection of α,ω-alkanediamines with the N-benzyloxycarbonyl group
    • Atwell, G. J.; Denny, W. A. Monoprotection of α,ω- alkanediamines with the N-benzyloxycarbonyl group. Synthesis 1984, 1032-1033.
    • (1984) Synthesis , pp. 1032-1033
    • Atwell, G.J.1    Denny, W.A.2
  • 19
    • 33947487562 scopus 로고
    • Analogs of spermine and spermidine, I: Synthesis of polymethylenepolyamines by reduction of cyanoethylated α,ω- alkylenediamines
    • Israel, M.; Rosenfield, J. S.; Modest, E. J. Analogs of spermine and spermidine, I: Synthesis of polymethylenepolyamines by reduction of cyanoethylated α,ω-alkylenediamines. J. Med. Chem. 1964, 7, 710-716.
    • (1964) J. Med. Chem. , vol.7 , pp. 710-716
    • Israel, M.1    Rosenfield, J.S.2    Modest, E.J.3
  • 20
    • 0027745352 scopus 로고
    • Synthesis of philanothoxin analogs with a branched polyamine moiety
    • Kalivretenos, A. G.; Nakanishi, K. Synthesis of philanothoxin analogs with a branched polyamine moiety. J. Org. Chem. 1993, 58, 6596-6608.
    • (1993) J. Org. Chem. , vol.58 , pp. 6596-6608
    • Kalivretenos, A.G.1    Nakanishi, K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.