L-Hydroxyproline → HCID 54239052, compound

HRID 1460779Notes

Reaction equation

HRID 1460779 reaction equation
[CH2:1]([N:4]([CH2:10][CH:11]=O)[C:5](=[O:9])[O:6][CH2:7][CH3:8])[CH:2]=[CH2:3].[OH:13][C@H:14]1[CH2:18][NH:17][C@H:16](C(O)=O)[CH2:15]1>CN(C)C=O>[OH:13][CH:14]1[CH2:18][N:17]2[CH:16]([CH2:3][CH:2]3[CH:11]2[CH2:10][N:4]([C:5]([O:6][CH2:7][CH3:8])=[O:9])[CH2:1]3)[CH2:15]1

Participants

4

Reactant 2

HCID 5810L-HydroxyprolineHCID 11084330Ethyl allyl(2-oxoethyl)carbamate

Product 1

HCID 54239052HCID 54239052, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

8.6 g (50 mmol) of ethyl N-allyl-N-(2-oxoethyl) -carbamate are heated at 120° C. overnight with 6.6 g (50 mmol) of trans-4-hydroxyproline in 200 ml of dimethylformamide. The mixture is concentrated and the residue is distilled.

Workup

  1. concentrationThe mixture is concentrated
  2. distillationthe residue is distilled

Sources & evidence

ORD record
ord-d9548029e1d64d3abd8a6a59503991db
Source dataset
uspto-grants-1991_12
Patent number
US05071999

Reaction notes

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