Practical de-O-acylation reactions promoted by molecular sieves.
Methanol dried extensively over molecular sieves, or methanol in combination with powdered molecular sieves, serves as a good acceptor for acyl transfer reactions. Several O-acetylated and O-benzoylated sugar derivatives were efficiently de-O-acylated using this approach. In the case of per-O-acetylated N-acetylglucosamine, selective anomeric deprotection could be effected in high yield.
Ravindranathan Kartha
K P
KP
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, SAS Nagar, Punjab 160062, India. rkartha@niper.ac.in
Mukhopadhyay
Balaram
B
Field
Robert A
RA
D000107:Acetylation; D000215:Acylation; D002241:Carbohydrates / Q000737:chemistry*; D002625:Chemistry, Organic / Q000379:methods*; D000432:Methanol / Q000737:chemistry*; D015394:Molecular Structure
D002241:Carbohydrates; D000432:Methanol