HCID 131713597, compound → HCID 22827195, compound

HRID 1463025Notes

Reaction equation

HRID 1463025 reaction equation
[NH2:1][C@H:2]([C:4]([N:6]1[CH2:20][C@@H:19]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:18][C@H:7]1[C:8]([O:10]CC1C=CC=CC=1)=[O:9])=[O:5])[CH3:3].[H][H]>[Pd]>[NH2:1][C@H:2]([C:4]([N:6]1[CH2:20][C@@H:19]([CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:18][C@H:7]1[C:8]([OH:10])=[O:9])=[O:5])[CH3:3]

Participants

4

Reactant 2

HCID 131713597HCID 131713597, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22827195HCID 22827195, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of 10 grams of 1-(L-alanyl)-4-(S)-(phenylmethyl)-L-proline, phenylmethyl ester (liberated from its hydrochloride salt) in 150 ml. of absolute alcohol is hydrogenated in the presence of 1.5 grams of 10% palladium on carbon until the uptake of hydrogen ceases. The mixture is filtered to remove the catalyst and the filtrate is concentrated under reduced pressure to yield the desired 1-(L-alanyl)-4-(S)-(phenylmethyl)-L-proline.

Workup

  1. filtrationThe mixture is filtered
  2. customto remove the catalyst
  3. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-d77d6ef760674092830e4c7ffa26c0f6
Source dataset
uspto-grants-1984_07
Patent number
US04462943

Reaction notes

Loading…