DL-Phenylalanine, methyl ester → (R)-Methyl 2-amino-3-phenylpropanoate

HRID 261319

Reaktionsgleichung

Reaktionsgleichung von HRID 261319
[CH3:1][O:2][C:3](=[O:13])[CH:4]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[NH2:5].COC(=O)[C@H](CC1C=CC=CC=1)NC(=O)[C@H](CC(=O)O)NC(OCC1C=CC=CC=1)=O>>[CH3:1][O:2][C:3](=[O:13])[C@@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[NH2:5]

Komponenten

3

Edukt 2

HCID 75737DL-Phenylalanine, methyl esterHCID 10159630N-(Benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl ester

Produkt 1

HCID 853474(R)-Methyl 2-amino-3-phenylpropanoateAusbeute 62,3 %

Versuchsvorschrift

Example 17 was repeated except for using DL-phenylalanine methyl ester instead of L-phenylalanine methyl ester to obtain 756 mg of an addition compound of N-benzyloxycarbonyl-L-aspartyl L-phenylalanine methyl ester and D-phenyl alanine methyl ester (1:1) (melting point: 105 to 111° C; yield: 62.3% based on N-benzyloxycarbonyl L-aspartic acid).

Quellen und Nachweise

ORD-Eintrag
ord-830efca480624c2d84a62dcda9023651
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04165311

Verknüpfte Notizen

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