Reacción #554575
ord-0c3f2de7ecae4ff483c3d51b7ba30cc8
Ecuación de reacción
15a
Methyl 6-trityloxy-hexanoate
15b
Methyl-9-trityloxy-nonanoate
15c
Methyl-12-trityloxy-dodecanoate
→
12-trityloxydodecanoic acid
12-Trityloxy-dodecanoic acid
Reactantes
Reactivos
Ninguno
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Temperaturaduring which the pH was maintained above 4
- 2OtroAfter recrystallization for solid product or flash chromatography for oil products, 6-trityloxyhexanoic acid 16a, 9-trityloxynonanoic acid 16b
Procedimiento
Hydrolysis of the methyl ester of 15a, 15b, and 15c was carried out under basic conditions, followed by an acidic work up, during which the pH was maintained above 4 to prevent trityl deprotection. After recrystallization for solid product or flash chromatography for oil products, 6-trityloxyhexanoic acid 16a, 9-trityloxynonanoic acid 16b and 12-trityloxydodecanoic acid 16c were isolated, providing aliphatic side-chains that were ready to be coupled to 12 and 13.