Synthesis of 2′,3′-dihydrosolanesyl analogues of β-d-arabinofuranosyl-1-monophosphoryldecaprenol with promising antimycobacterial activity

Tetrahedron Letters

Volumn 48, Issue 1, 2007, Pages 153-157

  Bosco, Michaël ^a   Bisseret, Philippe ^a   Constant, Patricia ^b   Eustache, Jacques ^a  

^a UNIVERSITÉ DE HAUTE ALSACE   (France)

^b INSTITUT DE PHARMACOLOGIE ET DE BIOLOGIE STRUCTURALE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

20,30 DIHYDROSOLANESYL DERIVATIVE; ANTIMYCOBACTERIAL AGENT; ARABINOSE DERIVATIVE; ARABINOSYLTRANSFERASE; ETHAMBUTOL; ISOENZYME;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACTERIAL STRAIN; CONTROLLED STUDY; DRUG SYNTHESIS; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN;

MYCOBACTERIUM TUBERCULOSIS;

EID: 33751507645     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.10.151     Document Type: Article

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13. 3, 2 h)
14. Initial experiments had shown that the benzyl groups could not be removed at the end of the synthesis while preserving the integrity of the prenyl chain.
15. In order to guarantee a better hydrolytic stability of the final sugar phosphonates, experiments were run with (S)-2,3-dihydrosolanesol, provided by Hoffmann-La Roche (Basel), instead of commercial solanesol.
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