New routes to N-alkylated cyclic sulfamidates.
BOC- and dibenzosuberyl-protected chiral and hindered cyclic sulfamidates ([1,2,3]-oxathiazolidine-2,2-dioxides) were synthesized and subsequently deprotected using trifluoroacetic acid. The resulting crystalline sulfamidates were then used in several alkylation reactions involving benzyl bromide and alcohols in a versatile route to cyclic sulfamidates with differing N-alkyl substituents.
University of Iowa, PET Imaging Center, Department of Radiology, 0911Z JPP, 200 Hawkins Drive, Iowa City, Iowa, 52242-1007, USA.
Jeffrey J
JJ
Posakony
John R
JR
Grierson
Timothy J
TJ
Tewson
D000478:Alkylation; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry
D013449:Sulfonamides