HCID 131723250, compound → HCID 70173061, compound

HRID 2185434Notes

Reaction equation

HRID 2185434 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C@@H:4]1[CH2:8][C@@H:7]([N:9]=[N+]=[N-])[CH2:6][N:5]1[C:12](=[O:23])[CH2:13][N:14]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH3:15]>[Pd].CO>[CH3:1][O:2][C:3](=[O:24])[C@@H:4]1[CH2:8][C@@H:7]([NH2:9])[CH2:6][N:5]1[C:12](=[O:23])[CH2:13][N:14]([C:16]([O:18][C:19]([CH3:20])([CH3:22])[CH3:21])=[O:17])[CH3:15]

Participants

4

Reactant 1

HCID 131723250HCID 131723250, compound

Product 1

HCID 70173061HCID 70173061, compoundYield 77.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Palladium on activated carbon (75 mg) was added to a solution of trans-4-azido-1-(N-tert-butoxycarbonyl-N-methylglycyl)-L-proline methyl ester (C, 0.75 g) in methanol (50 mL), and the mixture was stirred under a hydrogen atmosphere at room temperature for 16 hr. After the catalyst were removed by filtration, the filtrate was evaporated in vacuo to afford the title compound (0.54 g).

Workup

  1. customAfter the catalyst were removed by filtration
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-27c4c7b4e2ac455986a279d1c854a76a
Source dataset
uspto-grants-2002_06
Patent number
US06399629B1

Reaction notes

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