Ammonia → 1-(2-carbamoylpropanoyl)-L-proline

HRID 65714Notes

Reaction equation

HRID 65714 reaction equation
C([O:3][C:4]([CH:6]([CH3:17])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])=O)C.[NH3:18]>>[C:4]([CH:6]([CH3:17])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])(=[O:3])[NH2:18]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 536785471-(2-ethoxycarbonylpropanoyl)-L-proline

Product 1

HCID 542390101-(2-carbamoylpropanoyl)-L-proline

Procedure

1-(2-Ethoxycarbonylpropanoyl)-L-proline (2 g.) is dissolved in 10% methanolic ammonia and the mixture stored at room temperature in a pressure flask. When thin layer chromatographic analysis indicates that all the starting material has been converted to the amide, the mixture is concentrated to dryness, and the residual ammonium salt is converted to the free acid with ion exchange resin (Dowex 50 hydrogen form) to obtain 1-(2-carbamoylpropanoyl)-L-proline, yield 1.1 g.

Workup

  1. customthe mixture stored at room temperature in a pressure flask
  2. concentrationthe mixture is concentrated to dryness

Sources & evidence

ORD record
ord-4b86951e21b84f2f89e44335ebe1a90c
Source dataset
uspto-grants-1978_12
Patent number
US04128653

Reaction notes

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