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Volumn 50, Issue 27, 2009, Pages 3833-3835

Synthesis and resolution of diethyl (1S,2S)-1-amino-2-vinylcyclopropane-1-phosphonate for HCV NS3 protease inhibitors

Author keywords

[No Author keywords available]

Indexed keywords

1 AMINO 2 VINYLCYCLOPROPANE 1 CARBOXYLIC ACID; 1 AMINO 2 VINYLCYCLOPROPANE 1 PHOSPHONATE; AMINOMETHYLPHOSPHONIC ACID; BUTANE; CARBOXYLIC ACID DERIVATIVE; ESTER DERIVATIVE; IMINE; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG; VIRUS ENZYME;

EID: 65549085202     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.04.044     Document Type: Article
Times cited : (17)

References (40)
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    • (2000) Aminophosphonic and Aminophosphinic Acids , pp. 537-558
    • Oleksyszyn, J.1
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    • Llinas-Brunet, M. US Patent 6919423 B2, 2005.
    • Llinas-Brunet, M.1
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    • 65549113224 scopus 로고    scopus 로고
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    • Campbell, J. A.; Good, A. C. WO Patent 2003/099316 A1, 2003.
    • (2003)
    • Campbell, J.A.1    Good, A.C.2
  • 29
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    • Bailey, M. D, Forgione, P. Llinas-Brunet, M, Poupart, M.-A.WO Patent 2007/009227, 2007
    • Bailey, M. D.; Forgione, P. Llinas-Brunet, M.; Poupart, M.-A.WO Patent 2007/009227, 2007.
  • 32
    • 65549112417 scopus 로고    scopus 로고
    • note
    • 4), and concentrated to obtain 16.5-17 g of the crude amine. The crude amine was purified by column chromatography using 165-170 g of silica gel by eluting ethyl acetate (100%, ∼500 mL) followed by 5% methanol in ethyl acetate (∼1200 mL) to afford 11.5-12 g of (±)-3c.
  • 35
    • 65549147919 scopus 로고    scopus 로고
    • note
    • 3OD) δ 22.55.
  • 36
    • 65549093011 scopus 로고    scopus 로고
    • note
    • 3) δ 27.15.
  • 37
    • 65549155855 scopus 로고    scopus 로고
    • note
    • 31P signals of the two diastereomers.
  • 39
    • 65549091721 scopus 로고    scopus 로고
    • note
    • Compound 4 was synthesized and its enzymatic activity was tested in house for comparison.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.