Reacción #1180078

ord-6ac63f5f73c24323a8aad73a37cc7af2

Ecuación de reacción

O=[N+]([O-])c1c[nH]c(Cl)n1
2-chloro-4-nitroimidazole
CC(C)(C)[Si](C)(C)OCC(CCl)OC1CCCCO1
1-(tert-butyldimethylsilanyloxy)-3-chloro-2-(tetrahydropyran-2-yloxy)propane
→
CC(C)(C)[Si](C)(C)OCC(Cn1cc([N+](=O)[O-])nc1Cl)OC1CCCCO1
1-[3-(tert-butyldimethylsilanyloxy)-2-(tetrahydropyran-2-yloxy)propyl]-2-chloro-4-nitroimidazole
Rendimiento 74.3%

Reactantes

O=[N+]([O-])c1c[nH]c(Cl)n1
2-chloro-4-nitroimidazole
CC(C)(C)[Si](C)(C)OCC(CCl)OC1CCCCO1
1-(tert-butyldimethylsilanyloxy)-3-chloro-2-(tetrahydropyran-2-yloxy)propane

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Similar to Example 28, the objective compound was synthesized from 2-chloro-4-nitroimidazole (2.15 g) and 1-(tert-butyldimethylsilanyloxy)-3-chloro-2-(tetrahydropyran-2-yloxy)propane (12 g), there was obtained 1-[3-(tert-butyldimethylsilanyloxy)-2-(tetrahydropyran-2-yloxy)propyl]-2-chloro-4-nitroimidazole (3.03 g, yield: 74.3%) as colorless liquid product.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08129544B2uspto-grants-2012_03