Hydrochloric Acid → 5-(((Tert-butoxy)carbonyl)amino)-2-methyl-1,3-oxazole-4-carboxylic acid

HRID 81619Notes

Reaction equation

HRID 81619 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([CH3:19])[O:9][C:10]=1[NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[O:5])C.[OH-].[Na+].Cl>C1COCC1>[C:15]([O:14][C:12]([NH:11][C:10]1[O:9][C:8]([CH3:19])=[N:7][C:6]=1[C:4]([OH:5])=[O:3])=[O:13])([CH3:18])([CH3:16])[CH3:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66665666HCID 66665666, compound

Product 1

HCID 666660955-(((Tert-butoxy)carbonyl)amino)-2-methyl-1,3-oxazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 314 mg (1.163 mmol) 5-tert-butoxycarbonylamino-2-methyl-oxazole-4-carboxylic acid ethyl ester in 1.16 ml THF was added at 0° C. 5.82 ml (5.82 mmol) 1N sodium hydroxide, the mixture was allowed to warm to room temperature and stirring was continued for 6 days. At 0° C. 5.82 ml (5.82 mmol) 1N HCl was added and the solvents were evaporated. The residue was suspended in DCM and filtered, the solvent was evaporated to provide the title compound as colorless solid.

Workup

  1. customAt 0° C
  2. customthe solvents were evaporated
  3. filtrationfiltered
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-25df227663e0437b9297febb4c37b356
Source dataset
uspto-grants-2014_09
Patent number
US08846658B2

Reaction notes

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