1314766-53-4

Upstream product

• 1314766-44-3 (2S,3S)-3-O-benzyl-2-tert-butyloxycarbonylamino-1-O-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-3-(thiazol-2-yl)-1,3-propanediol 
• 1314766-46-5 (2S,3S)-3-O-benzyl-2-heptadecanoylamino-1-O-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-3-(thiazol-2-yl)-1,3-propanediol 
• 1314766-47-6 C₅₄H₈₉NO₁₃ 
• 1314766-48-7 (2S,3R)-5-aza-3-O-benzyl-2-heptadecanoylamino-1-O-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-1,3-icosanediol 
• 118605-55-3 (2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranoside)-1-trichloroacetimidate 

Relevant academic research and scientific papers

Novel and convergent synthesis of modified glycosphingolipids, galactosyl-5-aza-sphinganines, by a diversity-oriented method

The stereocontrolled synthesis of β-galactosyl-5-aza-sphinganines was accomplished with high efficiency by a novel and convergent strategy. The truncated β-galactosphinganine 5 was easily acylated with different long chains. Moreover, the simple conversion of thiazole to formyl enabled 5-aza-alkylchains to be introduced via an amino-reduction reaction. The overall yield for the synthesis of β-galacto-5-aza-sphinganines 9 and 13 was about 30-35% starting from 5. Preliminary results concerning the β- transgalactosylation of a truncated sphinganine catalyzed by galactosidases are also presented and discussed.