Hydrochloric Acid → 4hydroxy-L-proline ethyl ester hydrochloride
Reaction equation
[CH2:1]([O:3][C:4](=[O:21])[C@@H:5]1[CH2:9][CH:8]([OH:10])[CH2:7][N:6]1C(OCC1C=CC=CC=1)=O)[CH3:2].[ClH:22]>C(O)C.[Pd]>[ClH:22].[CH2:1]([O:3][C:4](=[O:21])[C@@H:5]1[CH2:9][CH:8]([OH:10])[CH2:7][NH:6]1)[CH3:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of N-Cbz-4-hydroxy-L-proline ethyl ester (3.29 g) in 40 ml ethanol was added 6 ml of ethanol saturated with gaseous HCl followed by 10% palladium on carbon (0.50 g). The mixture was hydrogenated on a Parr Hydrogenator at 30-40 psi for 3 hours. The solution was filtered over celite and concentrated in vacuo to provide 2.09 g of the crystalline product.
Workup
- filtrationThe solution was filtered over celite and
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-df2c37ad716a4685b353dc050e3e951c
- Source dataset
- uspto-grants-1985_11
- Patent number
- US04555508
Reaction notes
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