HCID 86756975, compound → HCID 20658011, compound

HRID 1979263Notes

Reaction equation

HRID 1979263 reaction equation
C([O:8][C:9](=[O:28])[C@@H:10]([C@@H:15]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:16][CH2:17][N:18]=[N+]=[N-])[CH2:11][CH:12]([CH3:14])[CH3:13])C1C=CC=CC=1>C(O)C.[Pd]>[NH2:18][CH2:17][CH2:16][C@@H:15]([C@@H:10]([CH2:11][CH:12]([CH3:14])[CH3:13])[C:9]([OH:28])=[O:8])[C:21]([O:23][C:24]([CH3:26])([CH3:27])[CH3:25])=[O:22]

Participants

4

Reactant 1

HCID 86756975HCID 86756975, compound

Product 1

HCID 20658011HCID 20658011, compoundYield 97.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 0.880 g of benzyl-2(R)-[3-azido-1(S)-(tert-butoxycarbonyl)propyl]-4-methylvalerate in 10 ml of ethanol was hydrogenated in the presence of 0.090 g of 5% palladium-on-carbon for 12 hours. The catalyst was removed by filtration and the solvent was evaporated to give 0.600 g of 2(R)-[3-amino-1(S)-(tert-butoxycarbonyl)propyl]-4-methylvaleric acid in the form of a white solid.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-15ef7a946dca4516bb70d822cf29277d
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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