2,2-dimethyl-3-((R)-2-oxo-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-6-yl)propanenitrile → N-tert-butyl-6-(4-((S)-1-((R)-6-(2-cyano-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)nicotinamide

HRID 1046062Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1046062
[CH3:1][C:2]([CH3:36])([CH2:5][C@@:6]1([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:11][C:10](=[O:12])[N:9]([C@H:13]([C:15]2[CH:20]=[CH:19][C:18](B3OC(C)(C)C(C)(C)O3)=[CH:17][CH:16]=2)[CH3:14])[CH2:8][CH2:7]1)[C:3]#[N:4].Br[C:38]1[CH:50]=[CH:49][C:41]([C:42]([NH:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])=[CH:40][N:39]=1>>[C:45]([NH:44][C:42](=[O:43])[C:41]1[CH:49]=[CH:50][C:38]([C:18]2[CH:17]=[CH:16][C:15]([C@@H:13]([N:9]3[CH2:8][CH2:7][C@:6]([CH2:5][C:2]([C:3]#[N:4])([CH3:36])[CH3:1])([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[O:11][C:10]3=[O:12])[CH3:14])=[CH:20][CH:19]=2)=[N:39][CH:40]=1)([CH3:48])([CH3:47])[CH3:46]

Komponenten

3

Edukt 2

HCID 596356852,2-dimethyl-3-((R)-2-oxo-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-6-yl)propanenitrileHCID 664644386-bromo-N-tert-butylnicotinamide

Produkt 1

HCID 67019770N-tert-butyl-6-(4-((S)-1-((R)-6-(2-cyano-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)nicotinamide

Versuchsvorschrift

The title compound was prepared from 2,2-dimethyl-3-((R)-2-oxo-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-6-yl)propanenitrile and 6-bromo-N-tert-butylnicotinamide following a procedure analogous to that described in Example 1 Step 2. LC-MS Method 2 tR=1.323 min, m/z=539.3; 1H NMR (CDCl3) 1.35 (s, 3H), 1.49 (s, 3H), 1.53 (s, 9H), 1.56 (m, 3H), 2.18 (m, 2H), 2.33 (m, 1H), 2.49 (m, 2H), 2.93 (m, 1H), 5.70 (m, 1H), 6.00 (m, 1H), 6.98 (d, 2H), 7.38 (m, 5H), 7.34-7.40 (m, 5H), 7.69-7.74 (m, 3H), 8.13 (m, 1H), 9.00 (s, 1H)

Quellen und Nachweise

ORD-Eintrag
ord-4db66bf6283d4eee872da7f1abcf151f
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569292B2

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