Process for the production of 6e-leucotriene b4 and...

C - Chemistry – Metallurgy – 07 – C

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C07C 59/42 (2006.01) C07C 33/02 (2006.01) C07C 51/09 (2006.01) C07D 309/30 (2006.01) C07F 7/18 (2006.01)

Patent

CA 2100800

The invention relates to a process for producing 6-trans leukotriene B4 (LTB4) of the formula: Image wherein a butadiene diol is prepared; the hydroxyl groups are esterified to obtain a diester which is subjected to stereospecific reduction using low-valence titanium ¢Ti(0)! to obtain a 6-trans triether of the formula: Image . The groups -OA in positions 5 and 12 are then transformed to groups -OH and the group -CH2OA in position 1 is transformed to -COOH to obtain 6-trans-LTB4. The invention also relates to intermediate products obtained from the said process.

L'invention concerne un procédé de fabrication de leucotriène B4 (LTB4) 6-trans de formule: Image dans lequel on prépare un butadiène diol; on estérifie les groupes hydroxyle pour obtenir un diester et on soumet ce diester à une élimination réductrice stéréospécifique à l'aide de titane basse valence [Tri(0)] pour obtenir un triéther 6-trans de formule: Image dont on transforme ensuite, les groupes -OA en positions 5 et 12 en groupes -OH et le groupe -CH2OA en position 1 en groupe -COOH, pour obtenir le LTB4 6-trans . L'invention concerne aussi des produits intermédiaires obtenus dans ledit procédé de fabrication.

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