Réaction #2446080

ord-2c48b181bbf344fa9c375c6ba6d9d031

Équation de réaction

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

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe resultant reaction mixture
  2. 2
    Lavagewashed with water and brine
  3. 3
    SéchageThe organic layer was dried over sodium sulphate
  4. 4
    Concentrationconcentrated to dryness

Mode opératoire

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)

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08685418B2uspto-grants-2014_04