476468-28-7

Upstream product

• 952426-04-9 C₆H₈O₄ 
• 473811-80-2 (2S,3S)-5-acetoxy-6-methyl-5,6-dihydropyran-2-one 
• 54621-88-4 4-O-acetyl-2,3,6-trideoxy-L-erythro-hex-2-enono-1,5-lactone 
• 305378-69-2 3,4-O-isopropylidene-2,6-dideoxy-L-lyxo-hexopyrano-1,5-lactone 
• 476468-21-0 (S)-but-3-enoic acid 1-methyl-allyl ester 
• 34819-86-8 3,4-di-O-acetyl-6-deoxy-L-glucal 
• 108645-77-8 (5S,6S)-5-hydroxy-6-methyl-5,6-dihydro-2H-pyran-2-one 
• 54826-92-5 (5R,6S)-5,6-dihydro-5-hydroxy-6-methylpyran-2-one 
• 93338-33-1 (S)-3,6-dihydro-6-methyl-2H-pyran-2-one 

Downstream Products

• 1013427-86-5 3-O-benzyl-2,6-dideoxy-L-lyxo-hexopyrano-1,5-lactone 

Relevant academic research and scientific papers

A first synthesis of sulfonic acid analogues of N-acetylneuraminic acid

Sulfonic acid analogues of N-acetylneuraminic are synthesized from 1-thio-l-fucoside derivatives with the introduction of an azido group at C-4 of the fucose moiety and carbanionic addition onto fully protected lactones. The analogues in the form of methy

A divergent strategy for constructing a sugar library containing 2,6-dideoxy sugars and uncommon sugars with 4-substitution

A practical strategy has been developed for delivering 2,6-dideoxy sugars and uncommon sugars with 4-substitution. This strategy employed Ferrier rearrangement reaction and BF3·OEt2-induced peroxidation to construct key intermediates 2,3-unsaturated glycosides and α,β-unsaturated lactones from peracetyl rhamnal. After further derivatization, four uncommon sugars with 4-substitution and eight uncommon sugar units with 3,4-disubstitution were successfully synthesized.

Synthesis of 2,6-dideoxysugars via ring-closing olefinic metathesis.

[formula: see text] Grubbs' RuCl2 (=CHPh)(PCy3)2 (catalyst 1) and RuCl2(=CHPh)(PCy3)(IMess) (catalyst 2) complexes have been successfully utilized in the construction of beta,gamma-unsaturated delta-lactones containing various substitution patterns of methyl groups. Asymmetric dihydroxylation followed by reduction leads to 3,4-cis-dihydroxy-2,6-dideoxypyranoses, which have proven to play very important biological roles as key components of natural products.