HCID 59625453, compound → HCID 59625593, compound

HRID 2192810Notes

Reaction equation

HRID 2192810 reaction equation
[C:1]([O:4][CH2:5][CH:6]1[CH2:11][CH:10]([N:12](C(OCC2C=CC=CC=2)=O)[CH2:13][CH:14]([CH3:16])[CH3:15])[CH2:9][N:8]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:7]1)(=[O:3])[CH3:2]>CO.[OH-].[Pd+2].[OH-].[C]>[C:1]([O:4][CH2:5][CH:6]1[CH2:11][CH:10]([NH:12][CH2:13][CH:14]([CH3:15])[CH3:16])[CH2:9][N:8]([C:27]([O:29][C:30]([CH3:32])([CH3:31])[CH3:33])=[O:28])[CH2:7]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 59625453HCID 59625453, compound

Product 1

HCID 59625593HCID 59625593, compoundYield 98.6%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl 3-[(acetyloxy)methyl]-5-{[(benzyloxy)carbonyl](2-methylpropyl)amino}piperidine-1-carboxylate (5.0 g) and palladium(II) hydroxide-carbon (500 mg) were suspended in methanol (100 ml), and the mixture was stirred under a hydrogen atmosphere (1 atm) at room temperature for 8 hr. The palladium catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give the object compound (3.50 g).

Workup

  1. filtrationThe palladium catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-40ecf572082848ae9df23c7ce15d796d
Source dataset
uspto-grants-2012_12
Patent number
US08329691B2

Reaction notes

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