Hydrochloric Acid → (S)-2-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-pentanedioic acid 5-tert-butyl ester

HRID 1908647Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1908647
[OH-].[Na+].C[O:4][C:5](=[O:38])[C@@H:6]([NH:16][C:17]([C:19]1[CH:23]=[C:22]([O:24][CH2:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])[N:21]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[N:20]=1)=[O:18])[CH2:7][CH2:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].Cl>C1COCC1>[C:12]([O:11][C:9](=[O:10])[CH2:8][CH2:7][C@H:6]([NH:16][C:17]([C:19]1[CH:23]=[C:22]([O:24][CH2:25][C:26](=[O:31])[C:27]([CH3:28])([CH3:29])[CH3:30])[N:21]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[N:20]=1)=[O:18])[C:5]([OH:38])=[O:4])([CH3:13])([CH3:14])[CH3:15]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66920060(S)-2-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-pentanedioic acid 5-tert-butyl ester 1-methyl ester

Produkt 1

HCID 66919946(S)-2-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-pentanedioic acid 5-tert-butyl esterAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1 M aqueous NaOH was added to a solution of 11.8 g (S)-2-{[5-(3,3-dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-pentanedioic acid 5-tert-butyl ester 1-methyl ester in 31 ml THF at RT. After 2 h 5 M HCl was added to bring the reaction mixture to pH 5. Extraction with DCM yielded the product as colorless solid (10.8 g).

Aufarbeitung

  1. extractionExtraction with DCM

Quellen und Nachweise

ORD-Eintrag
ord-7b21987fc34d4a6cb740de6d4d9c85a0
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598179B2

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