HCID 86679686, compound → HCID 86679685, compound

HRID 577759Notes

Reaction equation

HRID 577759 reaction equation
C([N:8]1[CH2:12][C@:11]2([O:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:13][N:14]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:15][C@@H:10]2[CH2:9]1)C1C=CC=CC=1>CCO.[OH-].[OH-].[Pd+2]>[C:27]([O:26][C:24]([O:23][C@@:11]12[CH2:13][N:14]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:15][C@@H:10]1[CH2:9][NH:8][CH2:12]2)=[O:25])([CH3:30])([CH3:29])[CH3:28]

Participants

4

Reactant 1

HCID 86679686HCID 86679686, compound

Product 1

HCID 86679685HCID 86679685, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of tert-butyl(cis)-5-benzyl-3a-[(tert-butoxycarbonyl)oxy]hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (274 mg, 0.861 mmol) in EtOH (8.61 mL) purged with nitrogen was added Pd(OH)2/C (27 mg) and the resulting mixture stirred under a H2 balloon for 18 hrs. The reaction mixture was filtered and then concentrated under reduced pressure to obtain the crude title compound that was carried forward to the next step without further purification. m/z (APCI+) for C16H28N2O5 429.20 (M+H)+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-527530a33c3e49598c2b99475857b3af
Source dataset
uspto-grants-2015_05
Patent number
US09040547B2

Reaction notes

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