Reacción #2267089

ord-f8c00701ed064db694c0e69151198392

Ecuación de reacción

CC(C)NC(C)C
Diisopropylamine
C=C1C(=O)O[C@H]2C[C@]3(C)O[C@H]3[C@@H]3O[C@@H]3C3=C[C@@H](OC3=O)[C@H]12
mikanolide
→
CC(C)N(CC1C(=O)OC2CC3(C)OC3C3OC3C3=CC(OC3=O)C21)C(C)C
product
Rendimiento 25.5%
CC(C)N(CC1C(=O)OC2CC3(C)OC3C3OC3C3=CC(OC3=O)C21)C(C)C
12-diisopropylaminomethyl-7-methyl-3.6,10,15-tetraoxapentacyclo[12.2.1.02,4.05,7.09,13]heptadec-1(17)-ene-11,16-dione
Rendimiento 25.5%

Reactantes

CC(C)NC(C)C
Diisopropylamine
C=C1C(=O)O[C@H]2C[C@]3(C)O[C@H]3[C@@H]3O[C@@H]3C3=C[C@@H](OC3=O)[C@H]12
mikanolide

Reactivos

Ninguno

Disolventes

CC(C)=O
acetone

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe solvent is eliminated by evaporation under reduced pressure
  2. 2
    Filtraciónfiltered
  3. 3
    Otrodried under vacuum

Procedimiento

Diisopropylamine (500 μmol; 70 μl) is added to a solution of mikanolide (100 μmol; 29 mg) in acetone (1 ml). The reaction mass is stirred for 30 minutes at ambient temperature then the solvent is eliminated by evaporation under reduced pressure. The residue is taken up in ether, filtered and dried under vacuum. 10 mg of product is obtained in the form of a white powder.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06887869B2uspto-grants-2005_05