87386-07-0

Upstream product

• 623-33-6 glycine ethyl ester hydrochloride 
• 942-91-6 Carboxymethyl dithiobenzoate 
• 495-69-2 Hippuric Acid 
• 98-91-9 thiobenzoic acid 
• 637-81-0 ethyl-2-azidoacetate 
• 98-88-4 benzoyl chloride 

Downstream Products

• 2584-64-7 N-(thiobenzoyl)glycine 
• 103112-01-2 N-glycine ethyl ester 
• 82507-66-2 1,4,5-trihydro-3-pheny<1,2,4>triazin-6(2H)-one 
• 15926-46-2 diethyl 2-phenyl-4,5-oxazoledicarboxylate 
• 16446-30-3 4-benzylidene-2-phenyl-4H-thiazol-5-one 
• 16446-29-0 2-phenyl-3-thiazolin-5-one 
• 16446-03-0 4-[2-(5'-chloro-8'-methoxy-3',4'-dihydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-3'-yl)-ethylidene]-2-phenyl-4H-thiazol-5-one 
• 161198-41-0 ethyl 2,5-diphenyl-4-thiazolecarboxylate 
• 93729-29-4 ethyl 2,5-diphenyloxazole-4-carboxylate 

Relevant academic research and scientific papers

Chemoselectivity in coupling of azides with thioacids in solution-phase and solvent-free conditions

Solvent-free rapid coupling of monothiocarboxylic acid with azide affords carboxamide chemoselectively. Triphenyl phosphine included as an additive influences the chemoselectivity, yielding carboxamide and thioamide. Similar variation in the chemoselectivity is observed in the absence and presence of triphenyl phosphine in solution-phase methodology. Rapidity and ecofriendliness of the solvent-free approach to yield the products in just 15min is noteworthy compared to the solution-phase protocol, which has a long reaction time (1-3 days).

Transformation of Alkyl N-(Vinyloxy)benzimidates to Alkyloxazoles. Mechanism and Extension

Transformation of alkyl N-(vinyloxy)benzimidates to alkyloxazoles proceeds through the intermediates: a charge-separated 1,2-oxazetidine derivative and then 1-hydroxy-2-imino>maleic acid diester, while their photochemical transformation takes place via a concerted sigmatropic shift.As the extension of this reaction, the preparation of the precursor proposed for virginiamycin M2 synthesis and the reaction of N-analogs of alkyl N-(vinyloxy)benzimidates are described.

Synthesis of oxazoles and thiazoles using thioimidates

Several oxazoles and thiazoles were synthesized easily by the reaction of N-(methylthioalkylidene)glycine ethyl ester with diethyl oxalate, acid halides, and thionesters in the presence of base.