Ethyl beta-[[3-[[[4(aminoiminomethyl)phenyl]-amino]thiocarbonyl]aminopropanoyl]amino]propanoate → beta-[[3-[[[4(Aminoiminomethyl)phenyl]amino]-thiocarbonyl]aminopropanoyl]amino]propanoic acid

HRID 55381

Reaktionsgleichung

Reaktionsgleichung von HRID 55381
[NH2:1][N:2]=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([NH:13][CH2:14][CH2:15][C:16]([NH:18][CH2:19][CH2:20][C:21]([O:23]CC)=[O:22])=[O:17])=[S:12])=[CH:6][CH:5]=1>[OH-].[Li+].CO>[NH2:1][N:2]=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([NH:13][CH2:14][CH2:15][C:16]([NH:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[O:17])=[S:12])=[CH:6][CH:5]=1

Komponenten

3

Edukt 1

HCID 86747885Ethyl beta-[[3-[[[4(aminoiminomethyl)phenyl]-amino]thiocarbonyl]aminopropanoyl]amino]propanoate

Produkt 1

HCID 86747884beta-[[3-[[[4(Aminoiminomethyl)phenyl]amino]-thiocarbonyl]aminopropanoyl]amino]propanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23717829Lithium hydroxide methanolLösungsmittel

Versuchsvorschrift

Ethyl β-[[3-[[[4(aminoiminomethyl)phenyl]-amino]thiocarbonyl]aminopropanoyl]amino]propanoate (65 mg; 0.18 mmoles) was treated in 1N lithium hydroxide/methanol (20 ml; 1:1) for 10 min. Methanol was evaporated and the pH of the remaining mixture was adjusted to 5 with 50% acetic acid. The mixture was then purified by HPLC using a linear gradient of acetonitrile/water/0.05% trifluoro-acetic acid (0-20% acetonitrile in 30 min). Yield: 51 mg (85%). FAB-MS: MH+ =338.0.

Aufarbeitung

  1. customMethanol was evaporated
  2. customThe mixture was then purified by HPLC
  3. customa linear gradient of acetonitrile/water/0.05% trifluoro-acetic acid (0-20% acetonitrile in 30 min)

Quellen und Nachweise

ORD-Eintrag
ord-df0d4d5dee82469090cced0792a7e844
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05624956

Verknüpfte Notizen

Wird geladen…