Tetrahydrofuran → N-(7a-(5-bromo-2-fluorophenyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)benzamide

HRID 2313625Notes

Reaction equation

HRID 2313625 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([F:27])[c:6]([C:8]2([NH:15][C:16](=[S:17])[NH:18][C:19]([c:20]3[cH:21][cH:22][cH:23][cH:24][cH:25]3)=[O:26])[CH2:9][O:10][CH2:11][CH:12]2[CH2:13][OH:14])[cH:7]1.[N:47]([C:48]([O:49][C:50]([CH3:51])([CH3:52])[CH3:53])=[O:54])=[N:55][C:56]([O:57][C:58]([CH3:59])([CH3:60])[CH3:61])=[O:62].[O:63]1[CH2:64][CH2:65][CH2:66][CH2:67]1.[c:28]1([P:29]([c:30]2[cH:31][cH:32][cH:33][cH:34][cH:35]2)[c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[cH:42][cH:43][cH:44][cH:45][cH:46]1>>[Br:1][c:2]1[cH:3][cH:4][c:5]([F:27])[c:6]([C:8]23[CH2:9][O:10][CH2:11][CH:12]2[CH2:13][S:17][C:16]([NH:18][C:19]([c:20]2[cH:21][cH:22][cH:23][cH:24][cH:25]2)=[O:26])=[N:15]3)[cH:7]1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 76656268Racemic N-((3SR,4RS)-3-(5-Bromo-2-fluorophenyl)-4-(hydroxymethyl)tetrahydrofuran-3-ylcarbamothioyl)benzamide

Product 1

HCID 57504886N-(7a-(5-bromo-2-fluorophenyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)benzamide

Sources & evidence

ORD record
ord-86d3a2d8d395426e8404ae64969d9ae6
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

Loading…