HCID 18788109, compound → HCID 18788154, compound

HRID 1106937Notes

Reaction equation

HRID 1106937 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[CH2:15][CH2:14][CH2:13][N:12](C(OCC2C=CC=CC=2)=O)[CH2:11][C:10]1=[O:32])=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[C:1]([O:5][C:6]([CH2:8][N:9]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[CH2:15][CH2:14][CH2:13][NH:12][CH2:11][C:10]1=[O:32])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 18788109HCID 18788109, compound

Product 1

HCID 18788154HCID 18788154, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 1-tert-butyloxycarbonylmethyl-4-benzyloxycarbonyl-2-oxo-2,3,4,5,6,7-hexahydro-1H-1,4-benzodiazonine(1.52 g, 3.48 mmol), and 10% palladium on charcoal (0.2 g) in methanol (20 ml) was stirred under a hydrogen atmosphere for 4 hours. The reaction mixture was filtered through a pad of celite and the filtrate evaporated to give the crude product, which was purified by flash chromatography on silica gel with methanol-DCM(1:12) as eluant. (996 mg, 95%)

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-ff4953b9bf4a4a1f86d42bae289af226
Source dataset
uspto-grants-2000_05
Patent number
US06057311

Reaction notes

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