Process for the synthesis of diricinoleylphosphatidylcholine

C - Chemistry – Metallurgy – 07 – F

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C07F 7/10 (2006.01) C07F 9/10 (2006.01) C12P 7/64 (2006.01)

Patent

CA 2279221

Diricinoleylphosphatidylcholine (I) in an optically active form is obtained with good yields and a high purity by means of a process which comprises: a) esterifying the terminal carboxylic group of ricinoleic acid (III) with an alcohol having from 1 to 4 carbon atoms to give the corresponding ester having formula (IV); b) protecting the hydroxylic group of the ester of ricinoleic acid (IV) with a protecting group removable under bland operating conditions and isolating the ester of ricinoleic acid of which the hydroxylic group (V) is protected; c) hydrolyzing the ester of ricinoleic acid of which the hydroxylic group (V) is protected and isolating the ricinoleic acid of which the hydroxylic group (VI) is protected; d) acylating L-.alpha.-glycerophosphatidylcholine (II) with an imidazolic or triazolic derivative of the compound having formula (VI) and isolating the diricinoleylphosphatidylcraoline of which the hydroxylic group (VII) is protected; e) removing the protecting group from the hydroxylic group of the compound having formula (VII); and finally f) recovering and purifying the compound having formula (I) by means of chromatography.

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