Title of article :
2A,3A-Alloepithio-2A,3A-dideoxy-β-cyclodextrin: synthesis and application in the construction of rigid elliptical cavities with functionality at the secondary hydroxyl side
Author/Authors :
Fukudome، نويسنده , , Makoto and Okabe، نويسنده , , Yuji and Sakaguchi، نويسنده , , Madoka and Morikawa، نويسنده , , Hidetoshi and Fujioka، نويسنده , , Toshihiro and Yuan، نويسنده , , De-Qi and Fujita، نويسنده , , Kahee، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2004
Abstract :
2A,3A-Alloepithio-2A,3A-dideoxy-β-cyclodextrin (2), which may serve as a novel and important intermediate for the functionalization of the secondary face of β-cyclodextrin, was prepared in 40% yield by heating 2A,3A-mannoepoxy-β-cyclodextrin and thiourea in water. Treatment of 2 with AgNO3 in the presence of amines afforded 3A,6A-anhydro-2A-deoxy-2A-thio-β-cyclodextrin (4) in 73% yield. The latter is an artificial enzyme candidate with a specifically orientated thiol group and a rigid elliptical cavity.
Keywords :
cyclodextrin , modification , Thiirane , Episulfide , thiol , 3 , 6-Anhydroglucoside
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
