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ChemicalBook CAS DataBase List FOR-ASP-PHE-OME

FOR-ASP-PHE-OME synthesis

4synthesis methods
L-Aspartic acid, N-formyl-, bimol. 1,1'-monoanhydride (9CI)

116147-62-7
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7524-50-7 Synthesis
Methyl L-phenylalaninate hydrochloride

7524-50-7
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Yield:33605-76-4 65.5%

Reaction Conditions:

with sodium acetate;acetic acid in ethyl acetate;

Steps:

6 Example 6

Example 6 In 100 g of ethyl acetate, 14.3 g (0.1 mole) of N-formyl-L-aspartic anhydride and 21.6 g (0.1 mole) of L-phenylalanine methyl ester hydrochloride were suspended and 9.2 g (0.11 mole) of sodium acetate was added to the suspension during 30 minutes at 20°-25° C. with stirring. The mixture was reacted for 5 hours with stirring at the same temperature. Thereafter 14.3 g of acetic acid was added and stirred for an hour at the same temperature. Precipitated crystals were filtered, washed and dried. Crystals of N-formyl-α-L-aspartyl-L-phenylalanine methyl ester were obtained in a yield of 21.1 g (65.5% yield on L-Phenylalanine methyl ester hydrochloride). The crystals obtained were analyzed by high performance liquid chromatography to give a ratio of α-isomer:β-isomer of 98.0:2.0.

References:

US5302743,1994,A

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