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Volumn 65, Issue 24, 2009, Pages 4692-4702

One-step synthesis of N-acetylcysteine and glutathione derivatives using the Ugi reaction

Author keywords

Cysteine; Glutathione; Homoglutathione; Imidazoline; Peptide chemistry; Ugi reaction

Indexed keywords

ACETIC ACID DERIVATIVE; ACETYLCYSTEINE; ALDEHYDE DERIVATIVE; BENZYL DERIVATIVE; BICYCLO COMPOUND; CARBONYL DERIVATIVE; CYSTEINE; DIPEPTIDE; GLUTATHIONE DERIVATIVE; GLYCINE; IMIDAZOLINE DERIVATIVE; KETONE DERIVATIVE; METHANOL; METHYL GROUP; NITRILE; TRIFLUOROETHANOL;

EID: 65149098654     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.04.030     Document Type: Article
Times cited : (38)

References (60)
  • 30
    • 65149083317 scopus 로고    scopus 로고
    • For a general review on the Ugi and other MCR reactions see
    • For a general review on the Ugi and other MCR reactions see:
  • 34
    • 65149088145 scopus 로고    scopus 로고
    • 3 reduction:
    • 3 reduction:
  • 36
    • 0141635667 scopus 로고
    • 2Bn, Boc groups from a protected peptide was achieved by HF-PhSMe-m-cresol system:
    • 2Bn, Boc groups from a protected peptide was achieved by HF-PhSMe-m-cresol system:
    • (1936) J. Biol. Chem. , vol.116 , pp. 469-476
    • Du Vigneaud, V.1    Miller, G.L.2
  • 37
    • 0025049569 scopus 로고
    • Hydrolysis of the ester group in the presence of SBn and Cbz groups in fully protected glutathione was also reported:
    • Matsumoto Y., Okada Y., Min K.S., Onosaka S., and Tanaka K. Chem. Pharm. Bull. 38 (1990) 2364-2368 Hydrolysis of the ester group in the presence of SBn and Cbz groups in fully protected glutathione was also reported:
    • (1990) Chem. Pharm. Bull. , vol.38 , pp. 2364-2368
    • Matsumoto, Y.1    Okada, Y.2    Min, K.S.3    Onosaka, S.4    Tanaka, K.5
  • 39
    • 65149105827 scopus 로고    scopus 로고
    • note
    • Non-protected carbonyls do not give any Ugi products because of formation of bicyclic products of type 15.
  • 44
    • 65149095379 scopus 로고    scopus 로고
    • note
    • f, but become easily revealable in a more polar eluent such as DCM-MeOH 10:1.
  • 45
    • 34347235856 scopus 로고    scopus 로고
    • Several times 2,2,2-trifluoroethanol was used in the Ugi reaction:
    • Several times 2,2,2-trifluoroethanol was used in the Ugi reaction:. Marcaccini S., and Torroba T. Nature Protocols 2 (2007) 632-639
    • (2007) Nature Protocols , vol.2 , pp. 632-639
    • Marcaccini, S.1    Torroba, T.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.