HCID 68493961, compound → HCID 68491493, compound

HRID 917798Notes

Reaction equation

HRID 917798 reaction equation
[C:1]([O:5][C:6]([CH:8]1[CH2:16][CH:15]2[CH:10]([CH2:11][CH2:12][CH2:13][CH2:14]2)[N:9]1[C:17](=[O:34])[CH:18]([NH:23]C(OCC1C=CC=CC=1)=O)[C:19]([CH3:22])([CH3:21])[CH3:20])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CCO.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([CH:8]1[CH2:16][CH:15]2[CH:10]([CH2:11][CH2:12][CH2:13][CH2:14]2)[N:9]1[C:17](=[O:34])[CH:18]([NH2:23])[C:19]([CH3:22])([CH3:21])[CH3:20])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 68493961HCID 68493961, compound

Product 1

HCID 68491493HCID 68491493, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Ester 13b (4.0 g, 8.4 mmol) was stirred in EtOH (40 mL) charged with 400 mg 10%Pd(OH)2/C. H2 gas was bubbled into the suspension until the reaction was complete. Catalyst was removed by filtration and the filtrate concentrated in vacuo to give 1-(2-amino-3,3-dimethyl-butyryl)-octahydro-indole-2-carboxylic acid tert-butyl ester 14b (2.8 g, 8.4 mmol, 100%) which was used as is in the next step without further purification.

Workup

  1. customH2 gas was bubbled into the suspension until the reaction
  2. customCatalyst was removed by filtration
  3. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-102283b7ed5d43219c581844d510976a
Source dataset
uspto-grants-2007_09
Patent number
US07273885B2

Reaction notes

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