Benzyl [2,2-dimethyl-5-(5-methyl-1,3-oxazol-2-yl)-1,3-dioxan-5-yl]carbamate → 2,2-Dimethyl-5-(5-methyl-1,3-oxazol-2-yl)-1,3-dioxan-5-amine

HRID 923489Notes

Reaction equation

HRID 923489 reaction equation
[CH3:1][C:2]1([CH3:25])[O:7][CH2:6][C:5]([NH:14]C(=O)OCC2C=CC=CC=2)([C:8]2[O:9][C:10]([CH3:13])=[CH:11][N:12]=2)[CH2:4][O:3]1>C(O)C.[C].[Pd]>[CH3:1][C:2]1([CH3:25])[O:7][CH2:6][C:5]([C:8]2[O:9][C:10]([CH3:13])=[CH:11][N:12]=2)([NH2:14])[CH2:4][O:3]1

Participants

4

Reactant 1

HCID 131734989Benzyl [2,2-dimethyl-5-(5-methyl-1,3-oxazol-2-yl)-1,3-dioxan-5-yl]carbamate

Product 1

HCID 1183087412,2-Dimethyl-5-(5-methyl-1,3-oxazol-2-yl)-1,3-dioxan-5-amineYield 99.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 35 mg of benzyl [2,2-dimethyl-5-(5-methyl-1,3-oxazol-2-yl)-1,3-dioxan-5-yl]carbamate in 2 ml of ethanol was added 10 mg of 10% palladium-carbon (hydrated), followed by stirring at room temperature for 4 hours under a hydrogen atmosphere of 1 atm. The reaction mixture was filtered over Celite and the filtrate was concentrated under reduced pressure to obtain 21.4 mg of 2,2-dimethyl-5-(5-methyl-1,3-oxazol-2-yl)-1,3-dioxan-5-amine.

Workup

  1. filtrationThe reaction mixture was filtered over Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7035c7e140a449a090e10316b461e042
Source dataset
uspto-grants-2016_03
Patent number
US09278968B2

Reaction notes

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