methyl 1-[(1S)-2-amino-1-methyl-2-oxoethyl]-5-oxo-3-pyrrolidinecarboxylate → (2S)-2-(4-methoxycarbonyl-2-oxo-1-pyrrolidinyl)butanamide

HRID 1837637Notes

Reaction equation

HRID 1837637 reaction equation
NC(=O)[C@@H](N1C(=O)CC(C(OC)=O)C1)C.[NH2:16][C:17]([C@@H:19]([N:23]1[C:27](=[O:28])[CH2:26][CH:25]([C:29]([O:31][CH3:32])=[O:30])[CH2:24]1)[CH2:20][CH2:21]C)=[O:18].CNC([C@@H](N1C(=O)CC(C(OC)=O)C1)CC)=O>>[NH2:16][C:17]([C@@H:19]([N:23]1[C:27](=[O:28])[CH2:26][CH:25]([C:29]([O:31][CH3:32])=[O:30])[CH2:24]1)[CH2:20][CH3:21])=[O:18]

Participants

4

Reactant 3

HCID 57478738methyl 1-[(1S)-2-amino-1-methyl-2-oxoethyl]-5-oxo-3-pyrrolidinecarboxylateHCID 57478739methyl 1-[(1S)-1-(aminocarbonyl)butyl]-5-oxo-3-pyrrolidinecarboxylateHCID 66725795methyl 1-{(1S)-1-[(methylamino)carbonyl]propyl}-5-oxo-3-pyrrolidinecarboxylate

Product 1

HCID 44367383(2S)-2-(4-methoxycarbonyl-2-oxo-1-pyrrolidinyl)butanamide

Procedure

Alternatively, methyl 1-[(1S)-2-amino-1-methyl-2-oxoethyl]-5-oxo-3-pyrrolidinecarboxylate, methyl 1-[(1S)-1-(aminocarbonyl)butyl]-5-oxo-3-pyrrolidinecarboxylate, methyl 1-{(1S)-1-[(methylamino)carbonyl]propyl}-5-oxo-3-pyrrolidinecarboxylate, are prepared in similar ways.

Sources & evidence

ORD record
ord-146594b6f11041b4a5a15e36d7f7cb1a
Source dataset
uspto-grants-2004_08
Patent number
US06784197B2

Reaction notes

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