Tetrahydrofuran → Racemic N-((3SR,4RS)-3-(5-Bromo-2-fluorophenyl)-4-(hydroxymethyl)tetrahydrofuran-3-ylcarbamothioyl)benzamide

HRID 1135256Notes

Reaction equation

HRID 1135256 reaction equation
[C:32]([c:33]1[cH:34][cH:35][cH:36][cH:37][cH:38]1)(=[O:39])[N:40]=[C:41]=[S:42].[CH3:17][Si:18]([N:19]([Si:20]([CH3:21])([CH3:22])[CH3:23])[C:24](=[O:25])[C:26]([F:27])([F:28])[F:29])([CH3:30])[CH3:31].[CH3:48][CH2:49][O:50][C:51](=[O:52])[CH3:53].[NH2:1][C:2]1([c:9]2[c:10]([F:16])[cH:11][cH:12][c:13]([Br:15])[cH:14]2)[CH:3]([CH2:7][OH:8])[CH2:4][O:5][CH2:6]1.[O:43]1[CH2:44][CH2:45][CH2:46][CH2:47]1>>[NH:1]([C:2]1([c:9]2[c:10]([F:16])[cH:11][cH:12][c:13]([Br:15])[cH:14]2)[CH:3]([CH2:7][OH:8])[CH2:4][O:5][CH2:6]1)[C:41]([NH:40][C:32]([c:33]1[cH:34][cH:35][cH:36][cH:37][cH:38]1)=[O:39])=[S:42]

Participants

6

Reactant 5

HCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 65279N,N-Bis(trimethylsilyl)trifluoroacetamideHCID 68284Benzoyl isothiocyanateHCID 66847662Racemic ((3RS,4SR)-4-Amino-4-(5-bromo-2-fluorophenyl)tetrahydrofuran-3-yl)methanol

Product 1

HCID 76656268Racemic N-((3SR,4RS)-3-(5-Bromo-2-fluorophenyl)-4-(hydroxymethyl)tetrahydrofuran-3-ylcarbamothioyl)benzamide

Sources & evidence

ORD record
ord-c7e8181ae840437b9e7c6dc14aea3bb0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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