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Volumn , Issue 16, 2008, Pages 2461-2464

Synthesis of a xylo-puromycin analogue

Author keywords

Amides; Coupling; Epoxides; Malaria; Nucleosides

Indexed keywords

ADENOSINE; AMINO ACID; AZIDE; EPOXIDE; POLYPEPTIDE ANTIBIOTIC AGENT; PUROMYCIN; SODIUM AZIDE; UNCLASSIFIED DRUG; XYLOPUROMYCIN DERIVATIVE;

EID: 54249122819     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1078025     Document Type: Article
Times cited : (8)

References (57)
  • 57
    • 54249100601 scopus 로고    scopus 로고
    • 9-(3′-Azido-5′-O-tert-butyldiphenylsilyl- 3′-deoxy-β-D-xylofuranos-1-yl)adenine (6, To a stirred solution of 5 (52 mg, 0.11 mmol) in DMF (1 mL, were added NaN 3 (42 mg, 0.69 mmol) and H2O (0.3 mL, The reaction mixture was precisely warmed to 78-80°C for 20 h, then quenched with sat. NaHCO3 solution and diluted with EtOAc. The layers were separated and the aqueous portion was washed with EtOAc (3 x, The combined organic extracts were washed with 10% aq LiCl (3 x) to remove the residual DMF, washed once with brine, dried over anhyd MgSO4, filtered and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (EtOAc-toluene, 1:1, 3:1, 5:1, 7:1; EtOAc-toluene-MeOH, 7:1:0.5) to afford 6 as a white solid (47 mg, 80, mp 181°C (uncorrected, R f 0.40 (EtOAc-toluene, 4:1, 1H NMR 300 MHz, DMSO-d
    • 3Si (669.89): 670.3644; found: 670.3649. 9-[5′-O-tert- Butyldiphenylsilyl-3′-N-(α-N- fluorenylmethoxycarbonyl-p-methoxy-L- phenylalanyl)amido-3′-deoxy-β-D-xylofuranos-1-yl)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.