METHOD OF CHIRAL CLEAN BETA-AMINO ALCOHOLS SYNTHESIS Russian patent published in 2008 - IPC C07C51/15 C07C229/00 

Abstract RU 2332397 C2

FIELD: chemistry.

SUBSTANCE: method of chiral clean S-enantiomers α-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 α-azide acid formation; h) reduction of α-azide acid into α-amino acid; and i) recrystallisation of α-amino acid into chiral clean α-amino acid. The method of S-enantiomers β-amino alcohol production is also suggested. It includes the stages of reduction of raw α-amino acid to β-amino alcohol and recrystallisation of β-amino alcohol to chiral clean β-amino alcohol. The method of chiral clean S-enantiomers N-sulphonyl β-amino alcohol production is also suggested. It includes the stages of sulfonylation of β-amino alcohol 5-chlorine thiophene-2-sulfonyl chlorides and recrystallisation with deriving of chiral clean N-sulphonyl β-amino alcohol.

EFFECT: creation of the effective method of chiral clean amino alcohol production.

25 cl, 7 ex, 2 dwg

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RU 2 332 397 C2

Authors

Kreft Ehntoni Frehnk

Antane Madlen Mijoko

Koul Derek Sesil

Kubrak Dennis Martin

Resnik Linn

Stok Dzhozef Rejmond

Vang Zkheng

Dates

2008-08-27Published

2002-11-26Filed