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Volumn 2, Issue 1, 2000, Pages 19-22

Novel Hydrazino-Carbonyl-Amino-Methylated polystyrene (HCAM) resin methodology for the synthesis of P1-aldehyde protease inhibitor candidates

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; PEPTIDE; POLYSTYRENE DERIVATIVE; PROTEINASE INHIBITOR;

EID: 0033657140     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol991161e     Document Type: Article
Times cited : (17)

References (44)
  • 1
    • 0032253177 scopus 로고    scopus 로고
    • Leading reviews of applications in drug discovery: (a) Dolle, R. E. Mol. Diversity 1998, 3, 199.
    • (1998) Mol. Diversity , vol.3 , pp. 199
    • Dolle, R.E.1
  • 3
    • 0013575204 scopus 로고    scopus 로고
    • Gordon, E. M.; Kerwin, J. F., Eds.; Wiley-Liss: New York.
    • (c) Kerwin, J. F. In Comb. Chem. Mol. Diversity Drug Discovery; Gordon, E. M.; Kerwin, J. F., Eds.; Wiley-Liss: New York. 1998; p 475.
    • (1998) Comb. Chem. Mol. Diversity Drug Discovery , pp. 475
    • Kerwin, J.F.1
  • 8
    • 0040068341 scopus 로고    scopus 로고
    • note
    • (b) Alternatively, reaction of AM resin with CDI followed by hydrazine afforded 1.
  • 33
    • 0039476553 scopus 로고    scopus 로고
    • note
    • All new intermediates were characterized by full spectroscopic (IR, NMR, low/high resolution MS) data. Yields refer to spectroscopically and chromatographically homogeneous (≥95% by HPLC, TLC) materials.
  • 35
    • 0037768402 scopus 로고
    • 4 reduction of the corresponding Weinreb amide or by Moffatt-type oxidation of the corresponding alcohol precursors: (a) Jurczak, J.; Golebiowski, A. Chem. Rev. 1989, 89, 149.
    • (1989) Chem. Rev. , vol.89 , pp. 149
    • Jurczak, J.1    Golebiowski, A.2
  • 44
    • 0039476551 scopus 로고    scopus 로고
    • note
    • 2O (9/1) (1.5 mL) was added to the elaborated resin (100 mg) in a Whatman minicolumn. The mixture was allowed to shake for 1 h at ambient temperature. The filtrate was collected and adjusted to pH = 3 with 6 M ammonium acetate (∼1.5 mL), and the resulting solution was purified through a miniprep RP-HPLC column. The combined fractions were lyophilized to afford the desired targets 3a-h as colorless, amorphous solids, which were stored at 0-4°C under a nitrogen atmosphere.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.