HCID 69284645, compound → HCID 69285591, compound

HRID 2225235Notes

Reaction equation

HRID 2225235 reaction equation
[CH2:1]([C@@H:5]1[CH2:10][C@H:9]([NH:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:8][CH2:7][C@@H:6]1[NH:16][C:17](=[O:30])[CH2:18][NH:19]C(=O)OCC1C=CC=CC=1)[CH2:2][CH2:3][CH3:4]>CO.[Pd]>[NH2:19][CH2:18][C:17]([NH:16][C@H:6]1[CH2:7][CH2:8][C@@H:9]([NH:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:10][C@H:5]1[CH2:1][CH2:2][CH2:3][CH3:4])=[O:30]

Participants

4

Reactant 1

HCID 69284645HCID 69284645, compound

Product 1

HCID 69285591HCID 69285591, compoundYield 82.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 2-((1S,2R,4R)-2-butyl-4-(tert-butylamino)cyclohexylamino)-2-oxoethylcarbamate (890 mg, 0.0021 mol), in 40 mL of MeOH was treated with 0.3 g of 10% Pd/C and hydrogenated overnight at 55 psi. The mixture was filtered through Celite and concentrated on a rotary evaporator to give 490 mg of 2-amino-N-((1S,2R,4R)-2-butyl-4-(tert-butylamino)cyclohexyl)acetamide. This was used without further purification.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-36a406a52a3a4daeb4ee44c71070eff0
Source dataset
uspto-grants-2008_05
Patent number
US07378409B2

Reaction notes

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