Ethyl Acetate → tert-Butyl 4-(3-((3SR,5SR)-3-(2-chloro-4-fluorophenyl)-5-hydroxy-2-oxopiperidin-1-yl)thioureido)piperidine-1-carboxylate

HRID 120666Notes

Reaction equation

HRID 120666 reaction equation
[C:18]([CH3:19])([CH3:20])([CH3:21])[O:22][C:23](=[O:24])[N:25]1[CH2:26][CH2:27][CH:28]([N:31]=[C:32]=[S:33])[CH2:29][CH2:30]1.[CH3:34][C:35]([N:36]([CH3:37])[CH3:38])=[O:39].[CH3:40][CH2:41][O:42][C:43](=[O:44])[CH3:45].[NH2:1][N:2]1[C:3](=[O:17])[CH:4]([c:9]2[c:10]([Cl:16])[cH:11][c:12]([F:15])[cH:13][cH:14]2)[CH2:5][CH:6]([OH:8])[CH2:7]1>>[NH:1]([N:2]1[C:3](=[O:17])[CH:4]([c:9]2[c:10]([Cl:16])[cH:11][c:12]([F:15])[cH:13][cH:14]2)[CH2:5][CH:6]([OH:8])[CH2:7]1)[C:32]([NH:31][CH:28]1[CH2:27][CH2:26][N:25]([C:23]([O:22][C:18]([CH3:19])([CH3:20])[CH3:21])=[O:24])[CH2:30][CH2:29]1)=[S:33]

Participants

5

Reactant 4

HCID 8857Ethyl AcetateHCID 31374DimethylacetamideHCID 58591952Tert-butyl 4-isothiocyanatopiperidine-1-carboxylateHCID 67344225(3SR,5SR)-1-Amino-3-(2-chloro-4-fluorophenyl)-5-hydroxypiperidin-2-one

Product 1

HCID 86656717tert-Butyl 4-(3-((3SR,5SR)-3-(2-chloro-4-fluorophenyl)-5-hydroxy-2-oxopiperidin-1-yl)thioureido)piperidine-1-carboxylate

Sources & evidence

ORD record
ord-cc2fe730417b4b65b1d95ab0f2f40306
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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