Phenylalanine amide → HCID 67166196, compound

HRID 552346Notes

Reaction equation

HRID 552346 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:15][C@H:16]([C:24]([NH2:26])=[O:25])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CCO>[CH2:17]([C@@H:16]1[NH:15][C:11]2([CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][CH2:10]2)[NH:26][C:24]1=[O:25])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 445694Phenylalanine amideHCID 7577838tert-Butyl 2-oxopiperidine-1-carboxylate

Product 1

HCID 67166196HCID 67166196, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-tert-Butyloxycarbonylpiperidone (6.0 g, 29.8 mmol) was added to a solution of (S)-phenylalaninamide (4.9 g, 29.8 mmol) in dry EtOH (20 ml) and the mixture was heated for 2.5 h under reflux. The solvent was distilled off and the tert-butyl 3-(S)-benzyl-2-oxo-1,4,8-triazaspiro[4,5]decane-8-carboxylate (10.8 g) was used without further workup.

Workup

  1. temperaturethe mixture was heated for 2.5 h
  2. temperatureunder reflux
  3. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-47dd4e0f43894f3d93f5de98f1276e0c
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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