Hydrochloric Acid → HCID 22826999, compound

HRID 1462153Notes

Reaction equation

HRID 1462153 reaction equation
C(OC([NH:11][CH2:12][C:13]([NH:15][C@H:16]([C:24]([OH:26])=[O:25])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:14])=O)C1C=CC=CC=1.[ClH:27]>CO.CN(C)C=O.[Pd]>[ClH:27].[NH2:11][CH2:12][C:13]([NH:15][C@H:16]([C:24]([OH:26])=[O:25])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:14]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 6998938Z-Gly-phe-OH

Product 1

HCID 22826999HCID 22826999, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21901440N,N-dimethylformamide methanolSolvent

Procedure

23 g of benzyloxycarbonyl-glycyl-phenylalanine are dissolved in 250 ml of a methanol/dimethylformamide mixture (1:1) and submitted to hydrogenation by adding 1 g of palladium/charcoal (5% of Pd) (Pd/C) as the catalyst. The pH is kept constant at 4.5 by adding methanolic hydrochloric acid. After removal of the catalyst, the filtrate is concentrated in vacuo and the residue is precipitated from methanol by adding ether.

Workup

  1. customAfter removal of the catalyst
  2. concentrationthe filtrate is concentrated in vacuo
  3. customthe residue is precipitated from methanol
  4. additionby adding ether

Sources & evidence

ORD record
ord-96425800fcb1440192e27e29fea344f0
Source dataset
uspto-grants-1984_07
Patent number
US04459225

Reaction notes

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