HCID 86619097, compound → HCID 86619098, compound

HRID 254105Notes

Reaction equation

HRID 254105 reaction equation
C(OC([NH:11][C@@H:12]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:13][CH2:14][CH2:15][NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=O)C1C=CC=CC=1>CCO.[Pd]>[C:20]([O:19][C:17]([NH:16][CH2:15][CH2:14][CH2:13][C@H:12]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[NH2:11])=[O:18])([CH3:22])([CH3:23])[CH3:21]

Participants

4

Reactant 1

HCID 86619097HCID 86619097, compound

Product 1

HCID 86619098HCID 86619098, compoundYield 85.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

tert-butyl N2-[(benzyloxy)carbonyl]-N5-(tert-butoxycarbonyl)-D-ornithinate (0.67 g, 1.83 mmole) and Pd on charcoal (95%, 0.115 g) were mixed in EtOH (95%, 20 mL) and stirred under H2-atmosphere for 5 hours and 15 minutes. The mixture was filtered through Celite 521 and the solvent was evaporated under reduced pressure to give 0.45 g (85%) of the desired product.

Workup

  1. filtrationThe mixture was filtered through Celite 521
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-94828a326d1d49b98cd5754a7aced27e
Source dataset
uspto-grants-2011_01
Patent number
US07871998B2

Reaction notes

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