Ammonia → Tyr(3-tBu)-NH2
Reaction equation
[NH2:1][C@H:2]([C:15]([O:17]C)=O)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=1.[NH3:19]>CO>[NH2:1][C@H:2]([C:15]([NH2:19])=[O:17])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=1Participants
4
Reagents, catalysts & solvents 1
Procedure
To a solution of Tyr(3-tBu)-OCH3 (1.5 g, 5.97 mmol) in MeOH (10 ml), aqueous ammonia (10 ml) was added and stirred at room temperature overnight. The mixture was evaporated to remove the solvent under reduced pressure and the thus obtained residue was subjected to silica gel column chromatography (developing solvent: methylene chloride:methanol=10:1), giving Tyr(3-tBu)-NH2 (1.4 g, 99%).
Workup
- customThe mixture was evaporated
- customto remove the solvent under reduced pressure
Sources & evidence
- ORD record
- ord-48d41be5153f4ef6ad93e4902fccfa89
- Source dataset
- uspto-grants-2009_06
- Patent number
- US07553969B1
Reaction notes
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