Reacción #59415

ord-bddc9322bfed4290904efc99a9b60130

Ecuación de reacción

C[C@@H]1Oc2ccccc2NC(=O)[C@H]1NC(=O)OC(C)(C)C
(2S,3S)-3-t-butyloxycarbonylamino-2-methyl-2,3-dihydro-1,5-benzoxazepin-4(5H)-one
C1CCOC1.ClCCl.O=C(O)C(F)(F)F
trifluoroacetic acid dichloromethane tetrahydrofuran
→
C[C@@H]1Oc2ccccc2NC(=O)[C@H]1N.O=C(O)C(F)(F)F
(2S,3S)-3-amino-2-methyl-2,3-dihydro-1,5-benzoxazepin-4(5H)-one trifluoroacetate salt

Reactantes

C[C@@H]1Oc2ccccc2NC(=O)[C@H]1NC(=O)OC(C)(C)C
(2S,3S)-3-t-butyloxycarbonylamino-2-methyl-2,3-dihydro-1,5-benzoxazepin-4(5H)-one
C1CCOC1.ClCCl.O=C(O)C(F)(F)F
trifluoroacetic acid dichloromethane tetrahydrofuran

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrofollowed by solvent evaporation and coevaporation with tetrahydrofuran under vacuum

Procedimiento

(2S,3S)-3-amino-2-methyl-2,3-dihydro-1,5-benzoxazepin-4(5H)-one trifluoroacetate salt was prepared from (2S,3S)-3-t-butyloxycarbonylamino-2-methyl-2,3-dihydro-1,5-benzoxazepin-4(5H)-one (Robl, et al., Bioorg. & Med. Chem. Lett. 1994, 4, 1789-1794) by treatment with a solution of trifluoroacetic acid-dichloromethane-tetrahydrofuran (1:10:10) at room temperature, followed by solvent evaporation and coevaporation with tetrahydrofuran under vacuum.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07425550B2uspto-grants-2008_09