Trifluoroacetic acid → (9aR)-Hexahydropyrazino[2,1-c][1,4]oxazin-4(3H)-one
Reaction equation
C(OC([N:8]1[CH2:17][CH2:16][N:15]2[C@@H:10]([CH2:11][O:12][CH2:13][C:14]2=[O:18])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:11]1[C@H:10]2[CH2:9][NH:8][CH2:17][CH2:16][N:15]2[C:14](=[O:18])[CH2:13][O:12]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of (R)-4-oxo-hexahydro-pyrazino[2,1-c][1,4]oxazine-8-carboxylic acid tert-butyl ester in DCM (5 mL) was added TFA (1 mL). The resulting mixture was stirred at RT for 2 h then concentrated in vacuo. The resulting residue was azeotroped with toluene then purified by SCX column to give the title compound as a colourless oil (60 mg, 76%).
Workup
- concentrationthen concentrated in vacuo
- customThe resulting residue was azeotroped with toluene
- customthen purified by SCX column
Sources & evidence
- ORD record
- ord-982ec4c61c4247c188d73c7fc6dbefaf
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08293735B2
Reaction notes
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