104801-94-7Relevant academic research and scientific papers
PROCESS FOR MAKING (2S, 3S, 5S) OXETANONE DERIVATIVES
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, (2008/06/13)
This invention relates to novel processes for making (2S, 3S, 5S) oxetanone derivative lipase inhibitor compounds and intermediates therefor, which processes for producing such derivatives that are useful as lipase inhibitors are capable of being scaled to commercial quantities. Further the invention relates to processes for producing salts and for producing pharmaceutical compositions compounds comprising at least one such oxetanone derivative or salt, as well as methods for using such compounds and compositions for inhibiting lipases.
ENZYMATIC PROCESS TO SEPARATE RACEMIC MIXTURES OF DELTA VALEROLACTONES
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, (2008/06/13)
Process to separate racemic mixtures of beta-hydroxy or beta-acyloxy-delta-valerolactones, which in position 2 and/or 5 of the lactone ring are substituted by hydrogen, alkyl groups having 4 to 20 C atoms, which are optionally penetrated by an oxygen atom, or by aralkyl groups, whereby not both positions are substituted by hydrogen, through reaction of the racemic mixture in the presence of a hydrolase with or without esterifying agent in a diluent and separation of the reaction mixture, which contains an enantiomerically pure beta-hydroxy-delta-valerolactone and an enantiomerically pure beta-acyloxy-delta-valerolactone, through conventional methods into the enantiomically pure compounds, a process for the manufacture of enantiomerically pure oxetanones using said separation process and enantiomerically pure beta-acyloxy-delta-valerolactones
Production of oxetanones
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, (2008/06/13)
The invention relates to a novel process for producing a compound having the formula STR1 wherein R1, R2 and X are described herein, via wherein R corresponding β-keto- and β-hydroxy-δ-lactones, as well as novel intermediates which occur in the process.
Synthesis of Tetrahydrolipstatin and Tetrahydroesterastin, Compounds with a β-Lactone Moiety. Stereoselective Hydrogenation of a β-Keto δ-Lactone and Convertion of the δ-Lactone into a β-Lactone
Barbier, Pierre,Schneider, Fernand
, p. 1218 - 1221 (2007/10/02)
Stereoselective syntheses of tetrahydrolipstatin (1) and tetrahydroesterastin (2) are described.The key intermediate β-ketoδ-lactone 7 is hydrogenated stereoselectively to yield hydroxy δ-lactone 9, which is transformed into hydroxy β-lactone 10.Esterification of 10 with (S)-N-formylleucine under Mitsunobu's conditions yields tetrahydrolipstatin (1).Esterification of 10 with (S)-N-acetylasparagine under the same conditions yields 17 (mixture of two diastereomers), which gives by saponification hydroxy β-lactone 18.Reaction of the latter with the mixed anhydride of (S)-N-Z-asparagine, hydrogenation, and acetylation give tetrahydroesterastin (2).
