(2-Azidomethyl)phenylacetyl as a new, reductively cleavable protecting group for hydroxyl groups in carbohydrate synthesis.
The (2-azidomethyl)phenylacetyl group (AMPA) is described as a new protecting group for carbohydrates. AMPA was introduced to carbohydrate hydroxyl groups in the presence of DCC, while its removal was conveniently achieved via Lindlar catalyst-catalyzed hydrogenation that had no influence on other protecting groups including benzyl, acyl, acetal and ketal.
Xu
Jinghua
J
Department of Chemistry, Case Western Reserve University, 10900 Euclid Avenue, Cleveland, OH 44106, USA.
Guo
Zhongwu
Z
D001386:Azides / Q000737:chemistry*; D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry; D004024:Dicyclohexylcarbodiimide / Q000737:chemistry*; D017665:Hydroxyl Radical / Q000737:chemistry*; D010084:Oxidation-Reduction
C456719:(2-azidomethyl)phenylacetyl; D001386:Azides; D002241:Carbohydrates; D017665:Hydroxyl Radical; D004024:Dicyclohexylcarbodiimide