L-Leucine → (S)-4-isobutyloxazolidine-2,5-dione

HRID 1290422Notes

Reaction equation

HRID 1290422 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[O:10]=[C:11](Cl)OC(Cl)(Cl)Cl>O1CCCC1>[CH3:5][CH:4]([CH3:6])[CH2:3][C@H:2]1[C:7](=[O:9])[O:8][C:11](=[O:10])[NH:1]1

Participants

4

Reactant 2

HCID 6106L-LeucineHCID 10426Diphosgene

Product 1

HCID 10236023(S)-4-isobutyloxazolidine-2,5-dione

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound is prepared by the procedure of Example 262 using 3.93 g of L-leucine, 2.7 ml of diphosgene, 0.075 g of activated carbon, and 40 ml of dry tetrahydrofuran to give 2.74 g of the desired product.

Sources & evidence

ORD record
ord-94eb748ef1c2410d96e7486265cc6e7c
Source dataset
uspto-grants-1998_05
Patent number
US05750735

Reaction notes

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