528586-05-2

Upstream product

• 201348-64-3 2-(2,3-di-O-benzyl-4-O-stearoyl-β-L-fucopyranosylsulfanyl)pyrimidine 
• 41111-29-9 1'-(3',5'-di-O-benzyl-β-D-ribofuranosyl)-uracil 
• 100-39-0 benzyl bromide 
• 191543-69-8 1,2-anhydro-3,5-di-O-benzyl-α-D-ribofuranose 
• 201348-62-1 2-(2-O-benzyl-β-L-fucopyranosylsulfanyl)pyrimidine 
• 201348-63-2 (2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-2-methyl-6-(pyrimidin-2-ylsulfanyl)-tetrahydro-pyran-3-ol 

Relevant academic research and scientific papers

A new and efficient strategy for the synthesis of shimofuridin analogs: 2′-O-(4-O-stearoyl-α-L-fucopyranosyl)thymidine and -uridine

Two shimofuridin analogs: 2′-O-(4-O-stearoyl-α-L-fucopyranosyl)thymidine (2) and -uridine (3) have been synthesized using D-arabinose, L-fucose, thymine, uracil, and stearoyl chloride as the starting materials. The synthetic procedures involve the facile preparation of 1-(3,5-di-O-benzyl-β-D-ribofuranosyl)thymine (9) and -uracil (10) by coupling of 1,2-anhydro-3,5-di-O-benzyl-α-D-ribofuranose (8) with silylated thymine and uracil, and then stereoselective formation of the 1,2-cis (α) interglycoside bonds through condensation of the nucleoside derivatives 9 and 10 with 2-(2,3-di-O-benzyl-4-O-stearoyl-β-L-fucopyranosylsulfonyl) pyrimidine (18). The 1,2-anhydro-3,5-di-O-benzyl-α-D-ribofuranose (8) was prepared by an improved procedure from D-arabinose.