메뉴 건너뛰기




Volumn 47, Issue 4, 2006, Pages 483-486

S-(2-Pyrimidinyl)- and S-(2-(4,6-dimethylpyrimidinyl))-1,1,3,3- tetramethylthiouronium hexafluorophosphates: Novel reagents for in situ peptide coupling

Author keywords

[No Author keywords available]

Indexed keywords

FLUOROPHOSPHATE; PEPTIDE; PYRIMIDINE DERIVATIVE; REAGENT;

EID: 29144495873     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.11.067     Document Type: Article
Times cited : (3)

References (37)
  • 2
    • 0002737999 scopus 로고    scopus 로고
    • Chemical Synthesis of Peptides
    • Oxford University Press New York
    • Chemical Synthesis of Peptides S.M. Hecht Bioorganic Chemistry: Peptides and Proteins 1998 Oxford University Press New York 27 64
    • (1998) Bioorganic Chemistry: Peptides and Proteins , pp. 27-64
    • Hecht, S.M.1
  • 6
    • 29144515845 scopus 로고    scopus 로고
    • note
    • Reagent abbreviations used: HOAt = 7-aza-1-hydroxybenzotriazole; HOBt = N-hydroxybenzotriazole; PyAOP = 7-azobenzotriazolyoxytris(pyrrolidino) phosphonium hexafluorophosphate; PyBOP = 1-benzotriazolyoxytris(pyrrolidino) phosphonium hexafluorophosphate; N-HBTU = N-[(1H-benzotriazol-1-yl)- (dimethylamino)methylene]-N-methylmethanaminium hexafluorophosphate N-oxide; N-HATU = N-[(dimethylamino)-1H-1,2,3-triazolo-[4,5-b]pyridin-1-yl-methylene]-N- methylmethanaminium hexafluorophosphate N-oxide.
  • 14
    • 29144528955 scopus 로고    scopus 로고
    • note
    • HOAt is commercially available ($2000/mol) or can be synthesized from 3-hydroxy-2-nitropyridine.
  • 21
    • 0034728203 scopus 로고    scopus 로고
    • 3Al promoted condensation of 2-pyridinethiol esters with amino esters has also been reported M. Kurosu Tetrahedron Lett. 41 2000 591
    • (2000) Tetrahedron Lett. , vol.41 , pp. 591
    • Kurosu, M.1
  • 25
    • 29144453840 scopus 로고    scopus 로고
    • See Supporting Information of Ref. 13.
    • See Supporting Information of Ref. 13.
  • 26
    • 29144498376 scopus 로고    scopus 로고
    • note
    • 4PS: C, 34.38; H, 4.98; N, 14.58. Found: C, 34.39; H, 5.12; N, 14.40.
  • 27
    • 29144461682 scopus 로고    scopus 로고
    • note
    • 28-31.
  • 28
    • 29144488456 scopus 로고    scopus 로고
    • note
    • Abbreviations used: Cbz = (benzy1oxy)carbonyl; Phe = (S)-phenylalanine; Val = (S)-valine; Ala = (S)-alanine; Gly = glycine; Phg = (S)-phenylglycine; Pro = (S)-proline; Aib = 2-aminoisobutyric acid.
  • 29
    • 29144489528 scopus 로고    scopus 로고
    • note
    • 2.
  • 31
    • 29144515844 scopus 로고    scopus 로고
    • note
    • 1H NMR peaks for active ester with reagent 14: 8.80 ppm, doublet, 7.27 ppm, triplet (aromatic protons); with 16: 6.99 ppm, singlet (aromatic proton) and 2.53 ppm (2 × Me).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.