title: Development of the carboxamide protecting group, 4-(tert-butyldimethylsiloxy)-2-methoxybenzyl.
abstract: The new carboxamide protecting group, 4-(tert-butyldimethylsiloxy)-2-methoxybenzyl (SiMB), has been developed. While this SiMB group can be removed using mild basic desilylation methods, it can also be deprotected under strongly acidic or oxidative conditions. An application of this group to simple carboxamide groups, as well as to more complex and acid-sensitive adenosine derivatives containing a cyclophane scaffold, was also demonstrated.
authors: Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
authors: Kazuhiro
authors: K
authors: Muranaka
authors: Satoshi
authors: S
authors: Ichikawa
authors: Akira
authors: A
authors: Matsuda
mesh_terms: D000081:Acetamides / Q000737:chemistry*; D000241:Adenosine / Q000031:analogs & derivatives* / Q000737:chemistry; D001593:Benzyl Compounds / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012833:Siloxanes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C570126:4-(tert-butyldimethylsiloxy)-2-methoxybenzyl; D000081:Acetamides; D001593:Benzyl Compounds; D012833:Siloxanes; D000241:Adenosine