77250-61-4

Upstream product

• 26348-61-8 L-serine ethyl ester hydrochloride 
• 55-21-0 benzamide 
• 4117-31-1 ethyl L-serinate 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 825-60-5 benzimidic acid ethyl ester 

Downstream Products

• 99184-99-3 (4S)-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid 
• 112507-21-8 (S)-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid hydroxyamide 
• 205047-33-2 ethyl (R)-2-[N-(ethoxycarbonyl)benzamido]-3-iodopropanoate 
• 1244763-26-5 ethyl 4-(2-cyano-4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 
• 1244762-81-9 ethyl 4-(3-fluoro-4-nitrophenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 
• 1244763-15-2 ethyl 4-(3-chloro-4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 
• 1244765-58-9 ethyl 4-(4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 
• 1244763-05-0 ethyl 4-(2-trifluoromethyl-4-nitrophenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 
• 1244763-19-6 ethyl 4-(2-chloro-4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 
• 1244762-99-9 ethyl 4-(2-methyl-4-nitrophenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 
• 1244763-20-9 ethyl 4-(3-methoxy-4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 
• 1244763-24-3 ethyl 4-(2-methoxy-4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 

Relevant academic research and scientific papers

Oxidative nucleophilic substitution of hydrogen in nitroarenes with carbanions of protected serine and threonine esters

The reactions of carbanions of protected serine and threonine esters with nitroarenes were studied. The main process involves the addition of the carbanions to the para position of the nitroarenes, which is occupied by a hydrogen atom, to form σH/su

Radical 1,4-aryl transfer in arylcarboxamides leading to phthalimides, biaryls and enantiomerically enriched β-arylethylamines

5-exo Cyclisation of vinyl-, aryl- and alkyl-radicals onto the aryl group of arylcarboxamides is followed by β-scission of the resulting spirocyclohexadienyl radicals with ejection of a carbamoyl radical. The fate of this radical depends on the substrate

Electrophilic ring opening of oxazolines derived from serine and threonine: A practical entry to N(N)-protected β-halogeno α-aminoesters

Treatment of oxazolines 4a-c derived from serine or threonine with chloroformates, leads to the oxazoline ring opening and to the formation of N,N-protected β-chloro-α-aminoesters la-e in 30-88% isolated yields. In the presence of NaI (0.9 equiv), oxazolines 4a,b,d react with ethyl chloroformate to afford the N,N-protected β-iodo α-amino esters 1f-h (67-89% yields), whereas the reaction of 4a,b with trimethylsilyl halide gives the analogous N-benzoyl β-halogeno derivatives 1i,k with 30-86% yields.

2-OXAZOLINES FROM AMIDES VIA IMIDATES

Chiral oxazolines useful in asymmetric synthesis of o-substituted phthalides and benzoic acids are readily prepared from the benzamides via their imino ethers.