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

HRID 262749Notes

Reaction equation

HRID 262749 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-6c84b9daaa364e16a07696448c258adb
Source dataset
uspto-grants-1979_05
Patent number
US04154937

Reaction notes

Loading…