67567-57-1

Upstream product

• 6832-16-2 methyl diazoacetate 
• 874-90-8 4-methoxybenzonitrile 
• 126079-16-1 methyl N-(4-methoxybenzylidene)glycinate 
• 62086-71-9 (4-methoxybenzoylamino)acetic acid methyl ester 
• 100-09-4 4-methoxybenzoic acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 139334-41-1 Methyl 2-(p-methoxyphenyl)-5-(2(E)-phenylethenyl)-cis-2-oxazoline-4-carboxylate 
• 139334-41-1 Methyl 2-(p-methoxyphenyl)-5-(2(E)-phenylethenyl)-trans-2-oxazoline-4-carboxylate 
• 143809-74-9 3,3,4,4-Tetracyano-5-(4-methoxy-phenyl)-3,4-dihydro-2H-pyrrole-2-carboxylic acid methyl ester 
• 158719-47-2 (4S,5R)-5-((R)-1,2-Bis-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 
• 158719-53-0 methyl (4S,5S,1'S)-5-<1'-(benzyloxy)ethyl>-2-(p-methoxyphenyl)-2-oxazoline-4-carboxylate 
• 158719-52-9 cis-(4R,5S,1'S)-5-<1'-(benzyloxy)ethyl>-4-(methoxycarbonyl)-2-(p-methoxyphenyl)-2-oxazoline 
• 158719-55-2 (4S,5R)-5-((S)-1-Benzyloxy-ethyl)-2-(4-methoxy-phenyl)-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 

Relevant academic research and scientific papers

A chiral cobalt(II) complex catalyzed asymmetric formal [3+2] cycloaddition for the synthesis of 1,2,4-triazolines

A highly efficient catalytic asymmetric formal [3+2] cycloaddition reaction of 5-alkoxyoxazoles with azodicarboxylate compounds has been realized by a chiral N,N′-dioxide/Co(BF4)2·6H2O complex. A series of poly-substituted 1,2,4-triazolines compounds were obtained in moderate to excellent yields (70-99%) with excellent enantioselectivities (82-98% ee).

Copper-Catalyzed Aerobic Oxidative [2 + 3] Cyclization/Aromatization Cascade Reaction: Atom-Economical Access to Tetrasubstituted 4,5-Biscarbonyl Imidazoles

An atom-economical method for accessing tetrasubstituted 4,5-biscarbonylimidazoles by reaction between glycine derivatives and 5-alkoxyoxazoles is reported. The method, which involves a copper-catalyzed aerobic oxidative [2 + 3] cyclization/aromatization

Titanium-catalyzed stereoselective synthesis of spirooxindole oxazolines

A regio-and stereoselective cyclization between isatins and 5-methoxyoxazoles has been developed using catalytic titanium (IV) chloride (10 or 20 mol %) to afford spiro[3,3'-oxindoleoxazolines] in excellent yield (up to 99%) and diastereoselectivity (dr >

Evolution of the total syntheses of ustiloxin natural products and their analogues

Ustiloxins A-F are antimitotic heterodetic cyclopeptides containing a 13-membered cyclic core structure with a synthetically challenging chiral tertiary alkyl-aryl ether linkage. The first total synthesis of ustiloxin D was achieved in 31 linear steps using an SNAr reaction. An NOE study of this synthetic product showed that ustiloxin D existed as a single atropisomer. Subsequently, highly concise and convergent syntheses of ustiloxins D and F were developed by utilizing a newly discovered ethynyl aziridine ring-opening reaction in a longest linear sequence of 15 steps. The approach was further optimized to achieve a better macrolactamization strategy. Ustiloxins D, F, and eight analogues (14-MeO-ustiloxin D, four analogues with different amino acid residues at the C-6 position, and three (9R,10S)-epi-ustiloxin analogues) were prepared via the second-generation route. Evaluation of these compounds as inhibitors of tubulin polymerization demonstrated that variation at the C-6 position is tolerated to a certain extent. In contrast, the S configuration of the C-9 methylamino group and a free phenolic hydroxyl group are essential for inhibition of tubulin polymerization.

A novel preparation of 2-aryl-5-methoxyoxazoles

2-Aryl-5-methoxyoxazoles can be synthesized by oxidation of Schiff's bases with (diacetoxyiodo) benzene in good yields under mild conditions.