HCID 86752524, compound → HCID 57056592, compound

HRID 1289246Notes

Reaction equation

HRID 1289246 reaction equation
C(OC([NH:11][C@@H:12]([CH2:17][CH2:18][C:19]1[N:23](C=C=O)[N:22](OC)[NH:21][N:20]=1)[C:13]([O:15][CH3:16])=[O:14])=O)C1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[NH2:11][C@@H:12]([CH2:17][CH2:18][C:19]1[N:20]=[N:21][N:22]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[N:23]=1)[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 1

HCID 86752524HCID 86752524, compound

Product 1

HCID 57056592HCID 57056592, compoundYield 151.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of methyl (2S)-2-(benzyloxycarbonylamino)-4-(2-methoxy-carbonylmethyltetrazol-5-yl)butyrate (0.820 g, 2.10 mmol) in ethyl acetate (100 ml) was added 10% Pd/C (0.220 g). The black reaction mixture was stirred at room temperature for 15 hours under a hydrogen atmosphere. The catalyst was removed by filtration and the filtrate was concentrated to give methyl (2S)-2-amino-4-(2-methoxycarbonylmethyl-tetrazol-5-yl)butyrate (0.410 g, 76%) as a colourless oil. This was immediately used in section (5) below without further purification.

Workup

  1. customThe black reaction mixture
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-27512f82ca104ec2a50106eda4e41974
Source dataset
uspto-grants-1998_05
Patent number
US05747499

Reaction notes

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