6-bromo-4-(4-methoxy-benzyl)-4H-pyrido[3,2-b][1,4]oxazin-3-one → rac-(4aR*,8aR*)-3-(4-(4-methoxybenzyl)-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)octahydro-2H-pyrido[4,3-e][1,3]oxazin-2-one
반응식
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:6][CH2:7][C:8](=[O:21])[N:9]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:10]=2[N:11]=1.[O:22]=[C:23]1[NH:28][CH2:27][CH:26]2[CH2:29][CH2:30][N:31](C(OC(C)(C)C)=O)[CH2:32][CH:25]2[O:24]1>>[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([CH2:12][N:9]2[C:8](=[O:21])[CH2:7][O:6][C:5]3[CH:4]=[CH:3][C:2]([N:28]4[CH2:27][CH:26]5[CH2:29][CH2:30][NH:31][CH2:32][CH:25]5[O:24][C:23]4=[O:22])=[N:11][C:10]2=3)=[CH:14][CH:15]=1참가 물질
3
반응물 2
생성물 1
실험 절차
Starting from 6-bromo-4-(4-methoxybenzyl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one (prepared as described in WO 2010/041194, 0.35 g, 1 mmol) and rac-(4aR*,8aR*)-tert-butyl 2-oxohexahydro-2H-pyrido[4,3-e][1,3]oxazine-7(3H)-carboxylate (Preparation A, 0.308 g, 1.2 mmol, 1.2 eq.), the title compound was obtained as an orange foam (0.255 g) using the procedures described in Preparation D, steps D.i and D.ii (Buchwald coupling: 95% yield, Boc deprotection: 63% yield).
출처 및 근거
- ORD 기록
- ord-2f92d0741b944fe2a112eabad460a8d2
- 출처 데이터셋
- uspto-grants-2015_05
- 특허 번호
- US09029368B2
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