L-Aspartic Acid → N-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamide
Reaction equation
[NH:1](F)[C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4](=[O:6])O.N[C@H](C(O)=O)C[C:14](O)=[O:15].C(OC(=O)C)(=O)C>C(O)=O>[CH:14]([NH:1][C@@H:2]1[C:7](=[O:8])[O:9][C:4](=[O:6])[CH2:3]1)=[O:15]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
F-Asp=O is prepared by reacting L-aspartic acid with formic acid in the presence of an effective amount of acetic anhydride under conditions sufficient to form N-formyl-L-aspartic anhydride. Then an effective amount of acetic anhydride and a C3 -C6 secondary alcohol are added to the reaction mixture to consume excess formic acid. The resulting N-formyl-L-aspartic anhydride reaction mixture is suitable for further reactions without modifications.
Sources & evidence
- ORD record
- ord-25b9500697eb4582960e9c0556db2854
- Source dataset
- uspto-grants-1990_07
- Patent number
- US04945172
Reaction notes
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