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Volumn 43, Issue 28, 2002, Pages 5013-5016

Triphosgene as highly efficient reagent for the solid-phase coupling of N-alkylated amino acids - Total synthesis of cyclosporin O

Author keywords

Cyclosporin; N methyl amino acids; Solid phase peptide synthesis; Triphosgene

Indexed keywords

AMINE; AMINO ACID DERIVATIVE; COLLIDINE; CYCLOSPORIN DERIVATIVE; CYCLOSPORIN O; IMMUNOSUPPRESSIVE AGENT; REAGENT; TRIPHOSGENE; UNCLASSIFIED DRUG;

EID: 0037043020     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)00657-3     Document Type: Article
Times cited : (57)

References (20)
  • 9
    • 0005982622 scopus 로고    scopus 로고
    • (a) HOAt-coupling: Fmoc-amino acid (3 equiv.) was dissolved in a solution of HOAt (3 equiv.) and DIEA (3 equiv.) in DMF. To this solution, DIC (3 equiv.) was added. After a 10 min preactivation period, the solution was added to the dipeptidyl resin. The suspension was shaken for 90 min. (b) TFFH-coupling: Fmoc-amino acid (5 equiv.) was dissolved in a solution of TFFH (5 equiv.) and DIEA (10 equiv.) in DMF. The solution was added to the dipeptidyl resin and shaken for 90 min. (c) DCC coupling: Fmoc-amino acid (6 equiv.) was dissolved in a solution of DCC (3 equiv.) in DCM/DMF (3:1) and allowed to stand for 30 min. Dicyclohexyl urea was filtered off and the filtrate added to the dipeptidyl resin. The coupling time was 90 min
  • 16
    • 0005916497 scopus 로고    scopus 로고
    • (a) HATU-coupling: Fmoc-amino acid (5 equiv.) was dissolved in DCM. HATU (5 equiv.) and DIEA (14 equiv.) were added. After a 10 min preactivation period, the solution was added to the dipeptidyl resin. The suspension was shaken for 30 min. (b) BEMT-coupling: Fmoc-amino acid (5 equiv.) was dissolved in DCM. BEMT (5 equiv.) and DIEA (14 equiv.) were added. After a 10 min preactivation period, the solution was added to the dipeptidyl resin. The suspension was shaken for 30 min


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.