Diethyl Carbonate → (4S)-4-(propan-2-yl)-1,3-oxazolidin-2-one

HRID 341994Notes

Reaction equation

[NH2:1][C@@H:2]([CH:5]([CH3:7])[CH3:6])[CH2:3][OH:4].[C:8](=O)(OCC)[O:9]CC.C([O-])([O-])=O.[K+].[K+]>>[CH3:6][CH:5]([C@H:2]1[CH2:3][O:4][C:8](=[O:9])[NH:1]1)[CH3:7]

Participants

Reactant 3

HCID 7766Diethyl Carbonate

HCID 11430Potassium Carbonate

HCID 640993L-Valinol

Product 1

HCID 7157133(4S)-4-(propan-2-yl)-1,3-oxazolidin-2-one

Procedure

The title compound was prepared according to Evans, Mathre and Scott (J. Org. Chem., 50, 1830 (1985)) from (S)-(+)-2-amino-3-methyl-1-butanol and diethyl carbonate in the presence of K2CO3.

Sources & evidence

ORD record: ord-28632a5e3c9f4f48846835d443b176f6
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05856322

Reaction notes

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