Water → (S)-6-Oxo-piperidine-2-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)amide

HRID 1422881Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1422881
[OH-].[Na+].[O:3]=[C:4]1[NH:9][C@H:8]([C:10]([NH:12][C@H:13]([C:23](=[O:31])[NH:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][S:19]C(=O)C)=[O:11])[CH2:7][CH2:6][CH2:5]1.O>CCO>[SH:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][C@H:13]([NH:12][C:10]([C@@H:8]1[CH2:7][CH2:6][CH2:5][C:4](=[O:3])[NH:9]1)=[O:11])[C:23](=[O:31])[NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 71506894HCID 71506894, Verbindung

Produkt 1

HCID 71538746(S)-6-Oxo-piperidine-2-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)amide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A 2N solution of NaOH (7.0 mmol) was added to a solution of thioacetic acid S—{(S)-6-[((S)-6-oxo-piperidine-2-carbonyl)-amino]-6-phenylcarbamoyl-hexyl}ester (0.95 mmol) in EtOH (13 ml). The reaction mixture was stirred at RT overnight and then poured into water and extracted with AcOEt, washed with water, brine and finally dried over Na2SO4. Removal of the solvent under reduced pressure led to the desired adduct, which was purified through HPLC.

Aufarbeitung

  1. extractionextracted with AcOEt
  2. washwashed with water, brine
  3. dry with materialfinally dried over Na2SO4
  4. customRemoval of the solvent under reduced pressure
  5. customwas purified through HPLC

Quellen und Nachweise

ORD-Eintrag
ord-d7ce9162b904417ea3458f4e33a379d9
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08927533B2

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