Leucinamide hydrochloride → Isobutyl (4S)-4-isobutyl-5-oxo-2-imidazolidinepropanoate

HRID 1589807Notes

Reaction equation

Cl.[NH2:2][C@H:3]([C:8]([NH2:10])=[O:9])[CH2:4][CH:5]([CH3:7])[CH3:6].O=[CH:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH:19]([CH3:21])[CH3:20])=[O:16]>>[CH2:4]([C@H:3]1[C:8](=[O:9])[NH:10][CH:12]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH:19]([CH3:21])[CH3:20])=[O:16])[NH:2]1)[CH:5]([CH3:7])[CH3:6]

Participants

Reactant 2

HCID 2733199Leucinamide hydrochloride

HCID 10464575Isobutyl 4-oxobutanoate

Product 1

HCID 57259664Isobutyl (4S)-4-isobutyl-5-oxo-2-imidazolidinepropanoate

Procedure

L-Leucinamide hydrochloride (3.2 g, 19.2 mmol) and isobutyl 4-oxobutanoate (3 g, 18.96 mmol) were reacted together according to the procedure of example 5A to give the title compound, 1.7 g (33%).

Sources & evidence

ORD record: ord-82afd3c832574553a3cde10a5a8fa0e6
Source dataset: uspto-grants-1993_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05200406

Reaction notes

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