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

反応式

[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]

参加物

反応物 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)propanenitrile

HCID 664644386-bromo-N-tert-butylnicotinamide

生成物 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

実験手順

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)

出典と根拠

ORDレコード: ord-4db66bf6283d4eee872da7f1abcf151f
出典データセット: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08569292B2

反応ノート

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