959239-58-8 → HCID 70652447, compound

HRID 1426041Notes

Reaction equation

[OH:1][C:2]([CH3:35])([CH3:34])[CH2:3][C@@:4]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:18]=[CH:17][C:16](B3OC(C)(C)C(C)(C)O3)=[CH:15][CH:14]=2)[CH3:12])[CH2:6][CH2:5]1.Br[C:37]1[N:38]=[C:39]([N:42]2[CH:47]=[CH:46][CH:45]=[CH:44][C:43]2=[O:48])[S:40][CH:41]=1>>[OH:1][C:2]([CH3:34])([CH3:35])[CH2:3][C@@:4]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:14]=[CH:15][C:16]([C:37]3[N:38]=[C:39]([N:42]4[CH:47]=[CH:46][CH:45]=[CH:44][C:43]4=[O:48])[S:40][CH:41]=3)=[CH:17][CH:18]=2)[CH3:12])[CH2:6][CH2:5]1

Participants

Reactant 2

HCID 45787647959239-58-8

HCID 59532385(S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one

Product 1

HCID 70652447HCID 70652447, compound

Procedure

The title compound was prepared from (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-{(S)-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}-1,3-oxazinan-2-one and 1-(4-bromothiazol-2-yl)pyridin-2(1H)-one following a procedure analogous to that described in Example 31. LC (method 5): tR=1.73 min; Mass spectrum (ESI+): m/z=472, 530 [M+H]+; 1H NMR (CDCl3) δ 1.10 (s, 3H), 1.20 (s, 3H), 1.57 (d, 3H), 2.20-2.30 (m, 4H), 2.39 (m, 1H), 2.91 (m, 1H), 5.72 (q, 1H), 6.52 (t, 1H), 6.83 (d, 1H), 7.05 (d, 2H), 7.20-7.40 (m, 6H), 7.50 (m, 1H), 7.70 (d, 2H), 8.98 (d, 1H).

Sources & evidence

ORD record: ord-de66445c47dc49e4a9310382edcf8824
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08933072B2

Reaction notes

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