Ninhydrin → (RS)-4-Methoxy-3-(phenylmethoxy)phenylalanine

HRID 5898

Reaction equation

HRID 5898 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]2[NH:14]C(=O)N[C:11]2=[O:16])=[CH:5][C:4]=1[O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C1C=C2C(C(O)(O)C(=O)C2=CC=1)=[O:32]>C(O)(=O)C.CO.C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([C:11]([OH:16])=[O:32])[NH2:14])=[CH:5][C:4]=1[O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 10236NinhydrinHCID 15296732(RS)-5-[[4-Methoxy-3-(phenylmethoxy)phenyl]methyl]-2,4-imidazolidinedione

Product 1

HCID 15296733(RS)-4-Methoxy-3-(phenylmethoxy)phenylalanine

Reagents, catalysts & solvents 1

HCID 21866353chloroform methanol HOAcSolvent

Procedure

This compound is prepared from the corresponding hydantoin derivative (Example 7) by a procedure similar to that in Example 9; tlc (1:5:20 acetic acid-methanol-chloroform system); Rf 0.4 (ninhydrin).

Sources & evidence

ORD record
ord-eefe78a39ad249cdbf4dd0afd48c7156
Source dataset
uspto-grants-1993_09
Patent number
US05246943

Linked notes

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