237736-16-2

Upstream product

• 237736-24-2 C₄₀H₄₀O₈Si 
• 237736-14-0 (1R,2R)-1-Azido-3-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propan-2-ol 
• 237736-13-9 tert-Butyl-[(4S,5S)-5-(4-methoxy-phenyl)-2-oxo-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy]-diphenyl-silane 
• 237736-12-8 (1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol 
• 237736-22-0 (2R,3R)-3-Azido-3-(4-methoxy-phenyl)-propane-1,2-diol 
• 237736-21-9 (1S,2S)-1-(4-Methoxy-phenyl)-propane-1,2,3-triol 
• 182268-43-5 Ethyl threo-3-(p-methoxyphenyl)-2(R),3(S)-dihydroxypropionate 
• 24393-56-4 ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
• 461644-58-6 (2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid 
• 237736-23-1 Carbonic acid (1R,2R)-2-azido-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-phenyl)-ethyl ester phenyl ester 

Downstream Products

• 220736-25-4 (4R,5R)-cytoxazone 

Relevant academic research and scientific papers

Iridium(I)-catalyzed regio- and enantioselective allylic amidation

Ir(I)-catalyzed intermolecular allylic amidation of ethyl allyl carbonates with soft nitrogen nucleophiles under completely 'salt-free' conditions is described. A combination of [Ir(COD)Cl]2, a chiral phosphoramidite ligand L*, and DBU as a base in THF effects the reaction. The reaction appears to be quite general, accommodating a wide variety of R-groups and soft nitrogen nucleophiles, and proceeds with excellent regio- and enantioselectivities to afford the branched N-protected allylic amines. The developed reaction was conveniently utilized in the asymmetric synthesis of N-Boc protected α- and β-amino acids as well as (-)-cytoxazone.

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

Stereoselective syntheses of cytoxazone, a novel cytokine modulator, and its stereoisomers

Cytoxazone, a novel cytokine modulator, and its stereoisomers were stereoselectively synthesized via stereocontrolled introduction of an azide group and direct construction of the 2-oxazolidinone ring from an azide carbonate by reductive cyclization.