METHOD OF CHIRAL CLEAN BETA-AMINO ALCOHOLS SYNTHESIS

FIELD: chemistry. ^ SUBSTANCE: method of chiral clean S-enantiomers alpha-aminoacids production includes the following stages: a) preparation of metalorganic reagent from alkyl halide of the following formula (R)2CH(CH2)nCH2X; b) addition of metalorganic reagent to carbon dioxide with carboxylic aci...

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Hauptverfasser: ANTANE MADLEN MIJOKO, VANG ZKHENG, KUBRAK DENNIS MARTIN, KOUL DEREK SESIL, KREFT EHNTONI FREHNK, RESNIK LINN, STOK DZHOZEF REJMOND
Format: Patent
Sprache:eng ; rus
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Zusammenfassung:FIELD: chemistry. ^ SUBSTANCE: method of chiral clean S-enantiomers alpha-aminoacids production includes the following stages: a) preparation of metalorganic reagent from alkyl halide of the following formula (R)2CH(CH2)nCH2X; b) addition of metalorganic reagent to carbon dioxide with carboxylic acid formation; c) labilising of carboxylic acid with acid chloride, phosphorus trichloride, acid anhydride or thionyl chloride with tertiary amine base; d) interreacting of the product with alkali salt 8-4-benzyl-2-oxazolidinones from stage c); e) processing of the product from stage d) with the strong non-nucleophilic bases while anion enolates deriving; f) banding of anion enolates 2,4,6-triisopropylbenzolsulfonylazides with oxazolidinones azide formation; g) hydrolysis of oxazolidinones azide with aqueous solution of the bases with alpha-azide acid formation; h) reduction of alpha-azide acid into alpha-amino acid; and i) recrystallisation of alpha-amino acid into chiral clean alpha-amino acid. The method of S-enantiomers beta-amino alcohol production is also suggested. It includes the stages of reduction of raw alpha-amino acid to beta-amino alcohol and recrystallisation of beta-amino alcohol to chiral clean beta-amino alcohol. The method of chiral clean S-enantiomers N-sulphonyl beta-amino alcohol production is also suggested. It includes the stages of sulfonylation of beta-amino alcohol 5-chlorine thiophene-2-sulfonyl chlorides and recrystallisation with deriving of chiral clean N-sulphonyl beta-amino alcohol. ^ EFFECT: creation of the effective method of chiral clean amino alcohol production. ^ 25 cl, 7 ex, 2 dwg