69434-49-7

Upstream product

• 98-88-4 benzoyl chloride 
• 6893-65-8 1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose 
• 532-20-7 D-xylofuranose 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 79493-08-6 2,5-anhydro-3-O-benzoyl-D-xylose diethyl acetal 
• 1388709-69-0 C₁₇H₂₀O₆S 
• 157555-88-9 (3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylthiomethyl)-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol 
• 130782-78-4 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside 
• 214272-28-3 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside 
• 214272-33-0 4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzimidic acid methyl ester; hydriodide 
• 201546-84-1 4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide 
• 130782-54-6 4-cyanophenyl 1,5-dithio-β-D-arabinopyranoside 
• 157555-89-0 3-O-benzyl-1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose 

Relevant academic research and scientific papers

First total synthesis of a naturally occurring nucleoside disulfide: 9-(5′-Deoxy-5′-thio-β-d-xylofuranosyl)adenine disulfide

A naturally occurring nucleoside disulfide, 9-(5′-deoxy-5′- thio-β-d-xylofuranosyl)adenine disulfide, was first synthesized from d-xylose over 7 steps in 20% overall yield. The key step involved Vorbru?ggen glycosylation of silylated N6-benzoyladenine with xylose diacetate moiety.

Stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (Jaspine B) from D-xylose

The first naturally occurring anhydrophytosphingosine, pachastrissamine (jaspine B), a marine compound cytotoxic toward P388, A549, HT29, and MEL28 cell lines at IC50 = 0.01 μg/mL level, has been stereoselectively synthesized from D-xylose in 1