Hydrochloric Acid → 163558-44-9

HRID 2302210Notes

Reaction equation

HRID 2302210 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@@H:2]([C:15]([O:17][CH3:18])=[O:16])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:6][CH:5]=1.[ClH:29]>[Pd].CO>[NH2:1][C@@H:2]([C:15]([O:17][CH3:18])=[O:16])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11]([CH3:14])([CH3:12])[CH3:13])=[CH:8][CH:9]=1.[ClH:29]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 124301983HCID 124301983, compound

Product 1

HCID 131723424163558-44-9

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% palladium on charcoal (1.2 g) was added to a solution of Cbz-D-Tyr(tBu)-OMe (10.2 g) in methanol (100 ml) and 4N hydrogen chloride (5 ml). The mixture was hydrogenated at atmospheric pressure at room temperature for 2 hours. The palladium catalyst was removed by filtration. The filtrate was concentrated to a small volume followed by cystallisation from diethyl ether. Yield: 5.87 g. TLC: Rf=0.10, heptane/ethyl acetate 1/1.

Workup

  1. customThe palladium catalyst was removed by filtration
  2. concentrationThe filtrate was concentrated to a small volume

Sources & evidence

ORD record
ord-7850854993334b7fb55206f648a8adac
Source dataset
uspto-grants-2002_08
Patent number
US06432921B1

Reaction notes

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