Hydrochloric Acid → HCID 14214145, compound

HRID 2309179Notes

Reaction equation

HRID 2309179 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:4]([NH:6][C@@H:7]([C:13]([O:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:14])[CH2:8][CH2:9][C:10](=[O:12])[NH2:11])=[O:5])[CH3:3].Cl.C(OCC)(=O)C.N1C=CC=CC=1CC(O)=O.O>C(O)(=O)C.[Pd]>[NH2:1][C@H:2]([C:4]([NH:6][C@@H:7]([C:13]([O:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:14])[CH2:8][CH2:9][C:10](=[O:12])[NH2:11])=[O:5])[CH3:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14214143D-Glutamine, N2-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, butyl esterHCID 67852048HCID 67852048, compound

Product 1

HCID 14214145HCID 14214145, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

330 mg (0.8 mM) of (II), dissolved in 30 ml of glacial acetic acid, are hydrogenated for 4 hours, in the presence of 330 mg of Pd (5%) on charcoal and of 1 ml (1 mM) of N HCl. It is checked, by thin layer chromatography on silica gel in the system ethyl acetate-pyridine-acetic acid-water (6:2:0.6:1), that the hydrogenation is complete, then the catalyst is filtered off and the solvent concentrated. The residual oil is dried carefully under vacuum (dessicator, with P2O5) and used as such in the following step.

Workup

  1. filtrationthe catalyst is filtered off
  2. concentrationthe solvent concentrated
  3. dry with materialThe residual oil is dried carefully under vacuum (dessicator, with P2O5)

Sources & evidence

ORD record
ord-7a6589472b404d81b8ff8f3af2607bcf
Source dataset
uspto-grants-1987_09
Patent number
US04693998

Reaction notes

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