Hydrogen Peroxide → HCID 58109268, compound

HRID 884361Notes

Reaction equation

HRID 884361 reaction equation
[CH2:1]([C:4]1([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]2[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12]2)[CH2:6][CH2:5]1)[CH:2]=[CH2:3].[OH:31]O.[OH-].[Na+]>C1COCC1>[F:30][C:27]1[CH:26]=[CH:25][C:24]([C:4]2([CH2:1][CH2:2][CH2:3][OH:31])[O:9][C:8](=[O:10])[N:7]([C@H:11]3[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12]3)[CH2:6][CH2:5]2)=[CH:29][CH:28]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 58109481HCID 58109481, compound

Product 1

HCID 58109268HCID 58109268, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The two diastereomers of (3S)-tert-butyl 3-(6-(4-fluorophenyl)-6-(3-hydroxypropyl)-2-oxo-1,3-oxazinan-3-yl)piperidine-1-carboxylate were prepared from (3S)-tert-butyl 3-(6-allyl-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-3-yl)piperidine-1-carboxylate by treatment with (i) BH3 in THF and (ii) H2O2 and NaOH.

Sources & evidence

ORD record
ord-2a84eb97c2cf49e5ad687037610be3ec
Source dataset
uspto-grants-2012_08
Patent number
US08242111B2

Reaction notes

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