L-Phenylalanine → 3-Carboxymethyl-6-benzyl-2,5-diketopiperazine

HRID 868711

Reaktionsgleichung

Reaktionsgleichung von HRID 868711
[CH3:1][O:2][C:3](=[O:20])[CH2:4][CH:5]1[C:10](=[O:11])[NH:9][CH:8]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:7](=[O:19])[NH:6]1.N[C@H](C(O)=O)CC1C=CC=CC=1.COC(=O)[C@H](CC(OC)=O)N>>[CH2:12]([CH:8]1[C:7](=[O:19])[NH:6][CH:5]([CH2:4][C:3]([OH:20])=[O:2])[C:10](=[O:11])[NH:9]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1.[CH3:1][O:2][C:3](=[O:20])[CH2:4][CH:5]1[C:10](=[O:11])[NH:9][CH:8]([CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:7](=[O:19])[NH:6]1

Komponenten

5

Edukt 3

HCID 6140L-PhenylalanineHCID 1112071,4-Dimethyl L-aspartateHCID 138837735-Benzyl-3,6-dioxo-2-piperazine acetic acid methyl ester

Produkt 2

HCID 1194943-Carboxymethyl-6-benzyl-2,5-diketopiperazineHCID 138837735-Benzyl-3,6-dioxo-2-piperazine acetic acid methyl ester

Versuchsvorschrift

The present inventors have further found that 5-benzyl-3,6-dioxo-2-piperazine acetic acid methyl ester is also obtained by condensating and cyclizing the N-carboxylic acid anhydride of L-phenylalanine and L-aspartic acid dimethyl ester in an organic solvent, and 5-benzyl-3,6-dioxo-2-piperazine acetic acid is obtained by hydrolyzing 5-benzyl-3,6-dioxo-2-piperazine acetic acid methyl ester with an alkali, if necessary.

Aufarbeitung

  1. customis also obtained

Quellen und Nachweise

ORD-Eintrag
ord-77b890b0dece4c55852b79365879fd66
Quelldatensatz
uspto-grants-1988_10
Patentnummer
US04780561

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