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ChemicalBook CAS DataBase List L-Glutamic acid α-tert·butyl ester

L-Glutamic acid α-tert·butyl ester synthesis

5synthesis methods
-

Yield:45120-30-7 11.55 g (77%)

Reaction Conditions:

palladium-carbon in methanol;

Steps:

29.A Step A

Step A Preparation of (S)-2-aminopentanedioic acid 1-tert.-butyl ester To a solution of 25.0 g (74.1 mmol) (S)-2-(benzyloxycarbonylamino)pentanedioic acid 1-tert.-butyl ester (prepared according to Liebigs Ann. Chem. 1961, 646, 127) in 500 ml dry methanol were added 2.5 g 10% Pd/C, and the mixture was stirred over night at room temperature under an atmosphere of hydrogen. The catalyst was removed by filtration through celite and the filtrate was concentrated under reduced pressure. The remaining solid title compound was purified by stirring with a small amount of ethanol, filtered with suction, and dried in vacuo. Another crop (1.7 g) was obtained after concentration of the mother liquid and stirring of the residue with ethyl acetate. total yield: 11.55 g (77%), white powder, m.p. 114-116° C.

References:

US6291469,2001,B1

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