461644-54-2

Upstream product

• 461644-50-8 1-(S)-1,4-Dioxa-spiro[4.5]dec-2-yl-2-(4-methoxy-phenyl)-ethanone 
• 461644-52-0 1-(S)-1,4-Dioxa-spiro[4.5]dec-2-yl-2-(4-methoxy-phenyl)-ethanol 
• 143590-12-9 (R)-4-benzyl-3-(2-(4-methoxyphenyl)acetyl)oxazolidin-2-one 
• 60656-87-3 benzyloxyacetoaldehyde 
• 570375-92-7 (R)-4-Benzyl-3-[(2R,3R)-4-benzyloxy-3-hydroxy-2-(4-methoxy-phenyl)-butyryl]-oxazolidin-2-one 
• 461644-53-1 (2S,4R,5R)-1,2-O-cyclohexylidene-6-O-benzyl-1,2,5,6-tetrahydroxy-4-(4-methoxyphenyl)hexan-3-one 

Downstream Products

• 461644-55-3 (4R,5R)-5-benzyloxymethyl-4-(4-methoxyphenyl)oxazolidin-2-one 

Relevant academic research and scientific papers

A new synthesis of cytoxazone and its diastereomers provides key initial SAR information

A short, enantioselective, and diastereoselective synthesis of cytoxazone, a Th2-selective immunomodulator from Streptomyces, is described. The route was readily adapted to the synthesis of the three other stereoisomers of natural cytoxazone. Evaluation of these compounds revealed that the stereochemical configuration of the oxazolidinone ring did not influence their biological activity.

Stereoselective synthesis of (-)-cytoxazone

The stereoselective synthesis of the cytokine modulator (-)-cytoxazone in enantiopure form is described. Key steps of the process are a syn-stereoselective aldol addition of a chiral ketone mediated by chlorodicyclohexylborane, and a Curtius rearrangement