Process and intermediates for 2r-benzyl-chroman-6-carbaldehyde

C - Chemistry – Metallurgy – 07 – D

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195/131, 260/356

C07D 311/58 (2006.01) C07D 311/66 (2006.01) C12P 17/06 (2006.01) C12P 41/00 (2006.01)

Patent

CA 2038610

Optically active (C1-C3)alkyl 2R-chroman-2-carboxylates are prepared by partial hydrolysis of the corresponding racemic ester using a microbial lipase as catalyst. Said 2R-chromancarboxylate is converted via novel 2R-(hydroxymethyl)chroman, 2R-(trifluoromethyl- sulfonyloxymethyl)chroman and 2R-benzylchroman intermediates into 2R-benzylchroman-6-carbaldehyde, a compound of known utility in the manufacture of certain hypoglycemic agents.

Préparation de 2R-chromane-2-carboxylates d'alkyle (C1-C3) optiquement actifs, par hydrolyse partielle de l'ester racémique correspondant, en présence d'un catalyseur à base de lipase microbienne. Lesdits 2R-chromanecarboxylates sont convertis via les nouveaux intermédiaires 2R-(hydroxyméthyl)chromane, 2R-(trifluorométhylsulfonyloxyméthyl)chromane et 2R-benzylchromane en 2R-benzylchromane-6-carbaldéhyde, composé connu pour son utilité dans la production de certains agents hypoglycémiques.

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