HCID 23174739, compound → HCID 20468917, compound
Reaction equation
Cl.[OH:2][N:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:4][C:5]([OH:7])=[O:6]>O>[OH:2][N:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:4][C:5]([OH:7])=[O:6]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
DL-hydroxyphenylglycine HCL (10.0 g) is reacted with (+)-phenylethanesulfate NH4 (9.98 g) in water (10 ml) to form two diastereomers of DL-hydroxyphenylglycine (+)-phenylethanesulfate. DL-hydroxyphenylglycine (0.82 g) is added to the reaction mixture and the mixture is heated in an autoclave at 140° C. for 12 hours. After completion of the reaction, 50% aqueous solution of (+)-phenylethanesulfate (1.8 g) and water (10 ml) are added to the reaction mixture and the mixture is stirred at room temperature for 1 hour. The crystals thus formed are filtered off and dried to give D-hydroxyphenylglycine (+)-phenylethanesulfate (17.73 g)·[a]D25 -76.5° (c=1, CH3OH), Optical purity 97.3%.
Sources & evidence
- ORD record
- ord-60a0565187724f5ebf0e1974dbec416b
- Source dataset
- uspto-grants-1992_06
- Patent number
- US05120855
Reaction notes
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