Tetrahedron Letters p. 5513 - 5516 (2007)
Update date:2022-08-03
Topics: Synthesis Enantiomer Regioselectivity Yield Catalyst Solvent Stereochemistry Chromatography Mass spectrometry (MS) Deprotection TLC (thin-layer chromatography) HPLC (high-performance liquid chromatography) Protecting group Purification Glycosylation Ceramide Glycolipid Immunostimulating NMR spectroscopy (Nuclear Magnetic Resonance)
Tsujimoto, Takashi
Ito, Yukishige
α-Galactosylceramides (α-GalCers) are well known as immunostimulating agents having therapeutic potential. To facilitate the synthesis of α-GalCers and their derivatives, a novel and convergent strategy was designed, which is expected to be versatile for the preparation of a variety of analogues in a diversity-oriented fashion. As an initial demonstration of our strategy, KRN7000 and OCH were synthesized in eight steps from a common intermediate, which is easily obtainable in a multi-gram scale.
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(2007)