A PROCESS FOR PREPARING (2R,3S)-1,2-EPOXY-3-(PROTECTED)AMINO-4-SUBSTITUTED BUTANE AND INTERMEDIATES THEREOF

A PROCESS FOR PREPARING (2R,3S)-1,2-EPOXY-3-(PROTECTED)AMINO-4-SUBSTITUTED BUTANE AND INTERMEDIATES THEREOF

The present invention relates to a process for preparing (2R,3S)-1-halo-2-hydroxy-3-(protected)amino-4-substituted butane comprising contacting a mutagenized Rhodococcus erythropolis having ATCC deposit no. PTA-6648 with (3S)-1-halo-2-oxo-3-(protected)amino-4-substituted butane substrate. The presen...

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Bibliographische Detailangaben
Hauptverfasser: CHIANG, SHU-JEN, STEIN, GREGORY, L, YOU, LI, ANDERSON, WENDY, L, XING, ZIZHUO, BOWERS, NIGEL, IAN, FRANCESCHINI, THOMAS, SKONEZNY, PAUL, M
Format: Patent
Sprache:eng ; fre
Schlagworte:
BEER
BIOCHEMISTRY
CHEMISTRY
ENZYMOLOGY
FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIREDCHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERSFROM A RACEMIC MIXTURE
METALLURGY
MICROBIOLOGY
MUTATION OR GENETIC ENGINEERING
ORGANIC CHEMISTRY
PEPTIDES
SPIRITS
VINEGAR
WINE
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Beschreibung
Zusammenfassung:The present invention relates to a process for preparing (2R,3S)-1-halo-2-hydroxy-3-(protected)amino-4-substituted butane comprising contacting a mutagenized Rhodococcus erythropolis having ATCC deposit no. PTA-6648 with (3S)-1-halo-2-oxo-3-(protected)amino-4-substituted butane substrate. The present invention also relates to a process comprising mixing (2R,3S)-1-halo-2-hydroxy-3-(protected)amino-4-substituted butane with at least one base in the presence of at least one solvent to produce a reaction mixture containing (2R,3S)-1,2-epoxy-3-(protected)amino-4-substituted butane. The present invention further relates to a process comprising crystallizing the (2R,3S)-1,2-epoxy-3-(protected)amino-4-substituted butane out of the reaction mixture by concurrently adding water and the reaction mixture together. The present invention is also directed to a mutagenized Rhodococcus erythropolis having ATCC deposit no. PTA-6648. La présente invention concerne un procédé pour préparer du butane (2R,3S)-1-halo-2-hydroxy-3-(protégé)amino-4-substitué, comprenant la mise en contact d'un Rhodococcus erythropolis mutagénisé ayant un dépôt ATCC no. PTA-6648 avec un substrat de butane (3S)-1-halo-2-oxo-3-(protégé)amino-4-substituté. L'invention a également pour objet un procédé comprenant le mélange de butane (2R,3S)-1-halo-2-hydroxy-3-(protégé)amino-4-substituté avec au moins une base, en la présence d'au moins un solvant, pour produire un mélange réactionnel contenant du butane (2R,3S)-1,2-époxy-3-(protégé)amino-4-substituté. L'invention concerne aussi un procédé comprenant la cristallisation du butane (2R,3S)-1,2-époxy-3-(protégé)amino-4-substituté, hors du mélange réactionnel, par adjonction simultanée d'eau et du mélange réactionnel. L'invention se rapporte également à un Rhodococcus erythropolis mutagénisé ayant un dépôt ATCC no. PTA-6648.