Methyl iodide → (R)-3-[8-(3,4-difluoro-benzyloxy)-octanoylamino]-4-trimethylammonio-butyrate

HRID 1802992Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1802992
[C:1](=O)([O-])O.[K+].IC.[F:8][C:9]1[CH:10]=[C:11]([CH:33]=[CH:34][C:35]=1[F:36])[CH2:12][O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([NH:23][C@@H:24]([CH2:29][N:30]([CH3:32])[CH3:31])[CH2:25][C:26]([OH:28])=[O:27])=[O:22]>CO.C(Cl)(Cl)Cl>[F:8][C:9]1[CH:10]=[C:11]([CH:33]=[CH:34][C:35]=1[F:36])[CH2:12][O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([NH:23][C@@H:24]([CH2:29][N+:30]([CH3:1])([CH3:32])[CH3:31])[CH2:25][C:26]([O-:28])=[O:27])=[O:22]

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 516893Potassium BicarbonateHCID 46223510(R)-3-[8-(3,4-difluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid

Produkt 1

HCID 44465161(R)-3-[8-(3,4-difluoro-benzyloxy)-octanoylamino]-4-trimethylammonio-butyrate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

Potassium hydrogencarbonate (24 mg, 0.24 mmol) and iodomethane (106 mg, 0.74 mmol) were added to a solution of (R)-3-[8-(3,4-difluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid (77 mg, 0.19 mmol) in methanol (2.5 mL). The reaction mixture was stirred at room temperature for 16 h, then diluted with chloroform (5 mL). Insoluble material was removed by filtration to afford (R)-3-[8-(3,4-difluoro-benzyloxy)-octanoylamino]-4-trimethylammonio-butyrate as a light yellow solid, m/e=429.3 ([M+H]+).

Aufarbeitung

  1. customInsoluble material was removed by filtration

Quellen und Nachweise

ORD-Eintrag
ord-7d5cae9ff22a48c396ff3364c61428b5
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08349893B2

Notizen zur Reaktion

Wird geladen…