Hydrochloric Acid → N-(4-methoxybenzoyl)-phenylalanyltyrosine

HRID 2398853Notizen

Reaktionsgleichung

[CH3:1][O:2][C:3]1[CH:35]=[CH:34][C:6]([C:7]([NH:9][C@H:10]([C:18]([NH:20][C@H:21]([C:30]([O:32]C)=[O:31])[CH2:22][C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)=[O:19])[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:8])=[CH:5][CH:4]=1.[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][C@H:10]([C:18]([NH:20][C@H:21]([C:30]([OH:32])=[O:31])[CH2:22][C:23]2[CH:24]=[CH:25][C:26]([OH:29])=[CH:27][CH:28]=2)=[O:19])[CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:8])=[CH:34][CH:35]=1

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

In 150 ml of methanol, was dissolved 30 g of methyl N-(4-methoxybenzoyl)-phenylalanyltyrosinate. After addition of 145 ml of 1 N sodium hydroxide, the mixture was stirred at 50° C. for 2 hours. The reaction mixture was neutralized with hydrochloric acid, concentrated and extracted with ethyl acetate. The extract was washed with water, dried and concentrated to dryness. The residue was crystallized from ethyl acetate to give 23.9 g of N-(4-methoxybenzoyl)-phenylalanyltyrosine with a mp. 198°-200° C. in a yield of 82%. Analysis, calculated for C26H26O6N2 : C, 67.52; H, 5.67; N, a 6.06; found C, 67.17; H, 5.69; N, 5.95.

Aufarbeitung

concentrationconcentrated
extractionextracted with ethyl acetate
washThe extract was washed with water
customdried
concentrationconcentrated to dryness
customThe residue was crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag: ord-4ac7444937bf41cf997bb1b55ebdcfea
Quelldatensatz: uspto-grants-1977_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04025644

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