Reacción #1002000

ord-926ce589160e45e399540c48b26bdace

Ecuación de reacción

CC(C)(C)OC(=O)N1CCC2(CC1)CC(O)C2
7-(tert-butoxycarbonyl)-2-hydroxy-7-azaspiro[3.5]nonane
CS(=O)(=O)Cl
methanesulfonyl chloride
CC(C)(C)OC(=O)N1CCC2(CC1)CC(OS(C)(=O)=O)C2
title compound
Rendimiento 100.0%
CC(C)(C)OC(=O)N1CCC2(CC1)CC(OS(C)(=O)=O)C2
7-(tert-Butoxycarbonyl)-2-methanesulfonyloxy-7-azaspiro[3.5]nonane
Rendimiento 100.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwere added
  2. 2
    FiltraciónThe reaction mixture was filtered
  3. 3
    Concentraciónthe filtrate was concentrated under reduced pressure
  4. 4
    workup.ADDITIONAfter adding water
  5. 5
    Extracciónto the residue, extraction
  6. 6
    LavadoThe organic layer was washed with water
  7. 7
    Secadodried over anhydrous magnesium sulfate
  8. 8
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Procedimiento

After dissolving 106 mg of 7-(tert-butoxycarbonyl)-2-hydroxy-7-azaspiro[3.5]nonane in 10 ml of tetrahydrofuran, 0.04 ml of methanesulfonyl chloride and 0.07 ml of triethylamine were added and the mixture was stirred overnight at room temperature. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. After adding water to the residue, extraction was performed with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (148 mg, 100% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07265108B2uspto-grants-2007_09