Selective access and full characterization of mono-acidic permethylated β-cyclodextrin derivatives and their methyl esters

✍ Scribed by S. Tisse; V. Peulon-Agasse; H. Oulyadi; F. Marsais; J.C. Combret

• Book ID: 104359945
• Publisher: Elsevier Science
• Year: 2003
• Tongue: English
• Weight: 234 KB
• Volume: 14
• Category: Article
• ISSN: 0957-4166
• DOI: 10.1016/s0957-4166(03)00446-4

✦ Synopsis

Three acidic derivatives of permethylated b-cyclodextrin, 2 I -O-carboxymethyl-2 II-VII ,3 I-VII ,6 I-VII -eicosa-O-methyl-cyclomaltoheptaose, 6 I -O-carboxymethyl-2 I-VII ,3 I-VII ,6 II-VII -eicosa-O-methyl-cyclomaltoheptaose, 6 I -desoxy-6 I -carboxy-2 I-VII ,3 I-VII ,6 II- VII-eicosa-O-methyl-cyclomaltoheptaose and the corresponding methyl esters have been synthesized with good yields starting from mono-hydroxy permethylated b-CD prepared via tert-butyldimethylsilyl protection in 6-position and p-methoxybenzyl protection at the 2-position. All of these compounds were fully characterized by high field 1 H and 13 C NMR and HPLC/MS.