HCID 10565709, compound → HCID 22872473, compound

HRID 363209Notes

Reaction equation

HRID 363209 reaction equation
C(OC([NH:11][C@@H:12]([CH2:17][NH:18][C:19](=[O:21])[CH3:20])[C:13]([O:15][CH3:16])=[O:14])=O)C1C=CC=CC=1.[H][H]>Cl.[Pd]>[NH2:11][C@@H:12]([CH2:17][NH:18][C:19](=[O:21])[CH3:20])[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 2

HCID 10565709HCID 10565709, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22872473HCID 22872473, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolvent

Procedure

To a solution of methyl 2(S)-benzyloxycarbonylamino-3-acetylaminopropionate (2.2 g ) in ethanolic HCl was added 10% Pd/C (0.3 g) under nitrogen atmosphere. Hydrogen was applied to the mixture at 60 psi for 16 h. The mixture was filtered and concentrated in vacuo. The residue was triturated with diethyl ether to obtain the product. NMR (300 MHz, CD3OD) δ4.20 (1H, m), 3.88 (3H, s), 3.82 (1H, m), 3.60 (1H, m), 1.99 (3H, s).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated in vacuo
  3. customThe residue was triturated with diethyl ether
  4. customto obtain the product

Sources & evidence

ORD record
ord-1e27229147ef48e2adf9ac272f5b14df
Source dataset
uspto-grants-1999_02
Patent number
US05872135

Reaction notes

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