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

HRID 1188242Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1188242
[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-3b67fbac27e94c3d97a42bc0ef623da8
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673946B2

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