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ChemicalBook CAS DataBase List (2S)-2-(2-Oxopyrrolidin-1-yl)butanoic acid
102849-49-0

(2S)-2-(2-Oxopyrrolidin-1-yl)butanoic acid synthesis

12synthesis methods
-

Yield: 90%

Reaction Conditions:

with hydrogenchloride in water

Steps:

3
EXAMPLE 3; Preparation of (ιS)-alpha-Ethyl-2-oxo-l-pyrrolidineacetic acid (i?)-alpha- methylbenzylamine salt; A solution of (i?)-alpha-methylbenzylamine (106 g) and triethylamine (89 g) in toluene (100 ml) was added to a suspension of (i?iS)-alpha-ethyl-2-oxo-l- pyrrolidineacetic acid (300 g, 1.75 mol) in toluene (IL). The mixture was heated until complete dissolution, cooled to room temperature and stirred for 3 hours. The solids were filtered and rinsed with toluene (300 ml) to give 250 g of (iS)-alpha-ethyl-2-oxo-l- pyrrolidineacetic acid (i?)-alpha-methylbenzylamine salt. The solids were crystallized from toluene and 205 g (yield 41%) of ()S)-alpha-ethyl-2-oxo-l -pyrrolidineacetic acid (i?)-alpha-methylbenzylamine salt was obtained. The isolated solid was treated with hydrochloric acid solution and the enantiomerically pure (iS)-alpha-ethyl-2-oxo-l~ pyrrolidineacetic acid could be isolated in 90% yield.

References:

APOTEX PHARMACHEM INC. WO2006/53441, 2006, A1 Location in patent:Page/Page column 13

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