
L-Phenylalanine, N-[3-(3-hydroxy-4-Methoxyphenyl)propyl]-L-a-aspartyl-, 2-Methyl ester synthesis
- Product Name:L-Phenylalanine, N-[3-(3-hydroxy-4-Methoxyphenyl)propyl]-L-a-aspartyl-, 2-Methyl ester
- CAS Number:245650-17-3
- Molecular formula:C24H30N2O7
- Molecular Weight:458.5
Yield:-
Reaction Conditions:
palladium in methanol;water;
Steps:
4 Synthesis of N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-L- -aspartyl]-L-phenylalanine 1-methyl ester
Example 4 Synthesis of N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-L- -aspartyl]-L-phenylalanine 1-methyl ester A 3-(3-hydroxy-4-methoxyphenyl)propionaldehyde (1.50 g, 0.00832 mol)/methanol solution (8.15 g) and aspartame (2.57 g, 0.00874 mol) were added to a mixed solvent (86 ml) of methanol with water (mixing ratio: 4:1 v/v), and 10% palladium on carbon (containing 50% water) (0.77 g) were added to this mixture. And thereafter, the mixture was stirred for reaction under a hydrogen atmosphere of ordinary pressure (0.1 MPa) at 35° C. for 48 hours. After the reaction was finished, the catalyst was removed therefrom by filtering, and further washed with methanol (20 ml). The filtrate and the wash solution were mixed together, and thereafter the mixture thus obtained was subjected to a quantitative determination by HPLC, and as a result N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-L- -aspartyl]-L-phenylalanine 1-methyl ester (2.69 g, 0.00587 mol, yield: 71%) was produced.
References:
US2003/163004,2003,A1