HCID 15615016, compound → HCID 15615018, compound

HRID 620230Notes

Reaction equation

HRID 620230 reaction equation
C([NH:11][C@H:12]([C:14]([N:16]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:17][C:18]([OH:20])=[O:19])=[O:15])[CH3:13])(OCC1C=CC=CC=1)=O>[Pd].C(O)C.O>[NH2:11][C@H:12]([C:14]([N:16]([CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[CH2:17][C:18]([OH:20])=[O:19])=[O:15])[CH3:13]

Participants

5

Reactant 1

HCID 15615016HCID 15615016, compound

Product 1

HCID 15615018HCID 15615018, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of N-carbobenzyloxy-L-alanyl-N-benzyl glycine (6.0 g) and 10% palladium on carbon (2.0 g) in 200 ml ethanol was hydrogenated at 50 psi for 4 hours and filtered. Concentration of the volatiles in vacuo provided a residue which was dissolved in H2O and filtered. The aqueous solution was acidified with 25% aqueous HBr until pH 1 was obtained. The solution was lyophilized. The crystalline product was recrystallized from ether-acetonitrile (m.p. 84°-85° C.).

Workup

  1. filtrationfiltered
  2. customConcentration of the volatiles in vacuo provided a residue which
  3. filtrationfiltered
  4. customwas obtained
  5. customThe crystalline product was recrystallized from ether-acetonitrile (m.p. 84°-85° C.)

Sources & evidence

ORD record
ord-8776551326c4448782f37ce5267244dc
Source dataset
uspto-grants-1989_04
Patent number
US04820729

Reaction notes

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