Reacción #2446080

ord-2c48b181bbf344fa9c375c6ba6d9d031

Ecuación de reacción

CC(O)CN(C(=O)OC(C)(C)C)C1CCCCC1
tert-butyl cyclohexyl(2-hydroxypropyl)carbamate
Cc1cc(C)c(C(=O)Cl)c(C)c1
2,4,6-trimethyl-benzoyl chloride
Cc1cc(C)c(C(=O)OC(C)CN(C(=O)OC(C)(C)C)C2CCCCC2)c(C)c1
1-((tert-butoxycarbonyl)(cyclohexyl)amino)propan-2-yl 2,4,6-trimethylbenzoate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe resultant reaction mixture
  2. 2
    Lavadowashed with water and brine
  3. 3
    SecadoThe organic layer was dried over sodium sulphate
  4. 4
    Concentraciónconcentrated to dryness

Procedimiento

To a solution of tert-butyl cyclohexyl(2-hydroxypropyl)carbamate (1 g, 3.89 mmol) in dry toluene (10 ml), 2,4,6-trimethyl-benzoyl chloride (0.510 mL, 4.280 mmol) was added. The resultant reaction mixture was stirred at rt for 16 hours. The reaction mixture was diluted in ethyl acetate and washed with water and brine. The organic layer was dried over sodium sulphate, and concentrated to dryness to obtain 1-((tert-butoxycarbonyl)(cyclohexyl)amino)propan-2-yl 2,4,6-trimethylbenzoate. Yield: 1 g (64.10%); LCMS: m/z=404.4 [M+H], RT=2.76 min, (Column: Y, Program: P1)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08685418B2uspto-grants-2014_04