Methyl iodide → (R)-4-(benzyloxy)-N,N,N-trimethyl-4-oxo-2-(6-phenoxypyridine-3-sulfonamido)butan-1-aminium iodide

HRID 1958718Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1958718
[CH3:1][N:2]([CH3:33])[CH2:3][C@H:4]([NH:16][S:17]([C:20]1[CH:21]=[N:22][C:23]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:24][CH:25]=1)(=[O:19])=[O:18])[CH2:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].[CH3:34][I:35]>C(Cl)Cl>[I-:35].[CH2:9]([O:8][C:6](=[O:7])[CH2:5][C@@H:4]([NH:16][S:17]([C:20]1[CH:21]=[N:22][C:23]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:24][CH:25]=1)(=[O:19])=[O:18])[CH2:3][N+:2]([CH3:34])([CH3:1])[CH3:33])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Komponenten

4

Edukt 2

HCID 6328Methyl iodideHCID 86641216(R)-benzyl 4-(dimethylamino)-3-(6-phenoxypyridine-3-sulfonamido)butanoate

Produkt 1

HCID 68742884(R)-4-(benzyloxy)-N,N,N-trimethyl-4-oxo-2-(6-phenoxypyridine-3-sulfonamido)butan-1-aminium iodide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (R)-benzyl 4-(dimethylamino)-3-(6-phenoxypyridine-3-sulfonamido)butanoate in CH2Cl2 (2 mL) was added methyl iodide (100 pit). The reaction was stirred overnight and concentrated to dryness to give the title compound in quantitative yield. 1H NMR (400 MHz, CDCl3) δ ppm 8.63 (s, 1H), 8.26 (d, J=8.8 Hz, 1H), 7.43 (t, J=7.7 Hz, 2H), 7.39-7.29 (m, 5H), 7.13 (d, J=8.1 Hz, 2H), 6.99 (d, 1H, J=8.8 Hz, 1H) 5.14-5.03 (m, 2H), 4.49-4.41 (m, 1H), 4.36-4.30 (m, 1H), 3.74-3.71 (m, 1H), 3.42 (s, 9H), 2.91-2.84 (m, 1H), 2.46-2.42 (m, 1H).

Aufarbeitung

  1. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-ccabe881a5464c4a83200492ddf804ef
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410150B2

Notizen zur Reaktion

Wird geladen…