139630-52-7

Upstream product

• 77087-05-9 2,5-di-O-acetyl-3,6-dideoxy-DL-ribo-aldono-lactone 
• 31899-66-8 methyl 3,6-dideoxy-α-D-ribo-hexapyranoside 
• 168393-80-4 (2S,3R,5R)-5-(benzoyloxy)-6-hydroxy-2-methyloxan-3-yl benzoate 
• 61892-51-1 (R)-3-Hydroxy-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one 
• 77087-05-9 2,5-di-O-acetyl-3,6-dideoxy-DL-lyxo-aldonolactone 
• 69992-14-9 2,4-di-O-benzoyl-3,6-dideoxy-L-arabino-hexono-1,5-lactone 

Downstream Products

• 1134640-66-6 C₁₈H₂₂O₃S₂ 

Relevant academic research and scientific papers

Structural reassignment, absolute configuration, and conformation of hypurticin, a highly flexible polyacyloxy-6-heptenyl-5,6-dihydro-2H-pyran-2-one

The structural reassignment, absolute configuration, and conformational behavior of the highly flexible natural product hypurticin (pectinolide E), 6S-[3′S,5′R,6′S-triacetoxy-1Z-heptenyl]-5S-acetoxy-5, 6-dihydro-2H-pyran-2-one (1), were ascertained by a m

Structural studies of the O-specific side-chain of the lipopolysaccharide from Escherichia coli O 55.

The structure of the O-specific side-chains of the lipopolysaccharide from Escherichia coli O 55 has been investigated, methylation analysis, specific degradations, and n.m.r. spectroscopy being the principal methods used. It is concluded that the O-specific side-chains are composed of pentasaccharide repeating-units having the following structure [where Col stands for colitose (3,6-dideoxy-L-xylo-hexose)].(See formula in text).

Total synthesis of 3-deoxy and 3,6-dideoxy-dl-hexoses

Synthesis of stereoisomeric 3-deoxy-hexoses 24-27 and 3,6-dideoxy-hexoses 28-31 is reported. Butyl (E)-2,6-dihydroxy-hex-4-enoate (2) was used as the starting material for the synthesis of 3-deoxy-hexoses. For the synthesis of 3,6-dideoxy-hexoses, butyl (E)-2-acetoxy-hex-4-enoate (7) was employed. The synthesis involved the following successive steps: cis or trans hydroxylation of the double bond in 2 or 7, lactonisation of the resulting aldonic acid esters followed by acetylation and chromatographical separation of γ-lactones, reduction of lactones 16-23 to lactols with disiamylborane, and acetylation of lactols to free sugars. All compounds were obtained as pure diastereomers in racemic form.