Réaction #554575

Équation de réaction

15a

Methyl 6-trityloxy-hexanoate

15b

Methyl-9-trityloxy-nonanoate

15c

Methyl-12-trityloxy-dodecanoate

→

12-trityloxydodecanoic acid

12-Trityloxy-dodecanoic acid

Conditions de réaction

Traitement

1. 1
   Températureduring which the pH was maintained above 4
2. 2
   AutreAfter recrystallization for solid product or flash chromatography for oil products, 6-trityloxyhexanoic acid 16a, 9-trityloxynonanoic acid 16b

Mode opératoire

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.

Source