Polymer-supported (2,6-dichloro- 4-alkoxyphenyl)(2,4-dichlorophenyl)methanol: a new linker for solid-phase organic synthesis.
An acid and base stable hydroxytetrachlorodiphenylmethyl (HTPM) linker is developed for polymer-supported organic synthesis. The linkers reported here are utilized for loading carboxylic acids, amines, alcohols, and phenols, and are stable to Brønsted and Lewis acids, Brønsted bases, and a wide variety of nucleophiles. However, the HTPM linkers can conveniently be cleaved by the solvolytic displacement reactions with 20% TFA. [structure: see text]
Kurosu
Michio
M
Department of Microbiology, Immunology, and Pathology, College of Veterinary Medicine and Biomedical Sciences, Colorado State University, 1682 Campus Delivery, Fort Collins, CO 80523-1682, USA. michio.kurosu@colostate.edu
Biswas
Kallolmay
K
Crick
Dean C
DC
D000438:Alcohols / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D001559:Benzhydryl Compounds / Q000138:chemical synthesis*; D002264:Carboxylic Acids / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D003432:Cross-Linking Reagents / Q000138:chemical synthesis*; D008956:Models, Chemical; D019800:Phenol / Q000737:chemistry; D011108:Polymers / Q000737:chemistry*; D014269:Trifluoroacetic Acid / Q000737:chemistry
D000438:Alcohols; D000588:Amines; D001559:Benzhydryl Compounds; D002264:Carboxylic Acids; D003432:Cross-Linking Reagents; D011108:Polymers; C519629:hydroxytetrachlorodiphenylmethyl; D019800:Phenol; D014269:Trifluoroacetic Acid