Hydrochloric Acid → HCID 91978571, compound

HRID 1076409Notes

Reaction equation

HRID 1076409 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:6]([NH:8][C@H:9]([C:14]([O:16][CH3:17])=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12])=[O:7])[CH:3]([CH3:5])[CH3:4].[ClH:28]>CO.[Pd].C>[NH2:1][C@H:2]([C:6]([NH:8][C@H:9]([C:14]([O:16][CH3:17])=[O:15])[CH2:10][CH:11]([CH3:12])[CH3:13])=[O:7])[CH:3]([CH3:5])[CH3:4].[ClH:28]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12814326N-[(Phenylmethoxy)carbonyl]-L-valyl-L-leucine methyl ester

Product 1

HCID 91978571HCID 91978571, compound

Reagents, catalysts & solvents 2

HCID 14818447PalladiumcarbonCatalystHCID 887MethanolSolvent

Procedure

5.66 g (15 mmols) of Z-Val-Leu-OMe are hydrogenated in 75 ml of methanol in the presence of 15 mmols of hydrochloric acid and 850 mg of Pd-charcoal (10%) at room temperature. The hydroen uptake has finished after 3 hours. The catalyst is filtered off and the solution is concentrated to about 15 ml. On addition of ether, the product crystallises out. Melting point 136° - 139°C.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe solution is concentrated to about 15 ml
  3. additionOn addition of ether
  4. customthe product crystallises out

Sources & evidence

ORD record
ord-6e0989a4ffa348d69b6c815e756140ae
Source dataset
uspto-grants-1976_05
Patent number
US03956260

Reaction notes

Loading…