142917-83-7

Upstream product

• 953-26-4 ethyl 4-nitrocinnamate 
• 64-17-5 ethanol 
• 212690-67-0 (2R,3S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2,3-dihydroxy-3-(4-nitro-phenyl)-propan-1-one 
• 193214-07-2 (2S,3R)-3-(4-cyanophenyl)-2,3-dihydroxypropanoic acid 
• 24393-61-1 ethyl (E)-3-(4-nitrophenyl)-2-propenoate 
• 193214-06-1 (S)-4-[(2S,3R)-2,3-Dihydroxy-3-(4-nitro-phenyl)-propionyl]-5-phenyl-morpholin-3-one 
• 193214-03-8 (1S,5S,8S,9R)-9-(4-Nitro-phenyl)-5-phenyl-3,10,11-trioxa-6-aza-tricyclo[6.2.1.0^1,6]undecan-7-one 
• 555-16-8 4-nitrobenzaldehdye 
• 22440-58-0 (E)-4-nitrocinnamic acid chloride 
• 212690-57-8 (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(4-nitro-phenyl)-propenone 

Downstream Products

• 142917-84-8 (2S,3R)-3-Hydroxy-3-(4-nitro-phenyl)-2-(toluene-4-sulfonyloxy)-propionic acid ethyl ester 
• 294637-48-2 (4S,5R)-3-Benzoyl-5-(4-nitro-phenyl)-2-oxo-oxazolidine-4-carboxylic acid ethyl ester 
• 143004-35-7 (2R,3R)-3-(4-Nitro-phenyl)-oxirane-2-carboxylic acid methyl ester 
• 143058-48-4 [(2S,3R)-3-(4-Nitro-phenyl)-oxiranyl]-methanol 
• 142917-86-0 (1R,2R)-2-Azido-1-(4-nitro-phenyl)-propane-1,3-diol 
• 294637-50-6 ethyl (4S,5R)-5-(4-nitrophenyl)-2-oxooxazolidine-4-carboxylate 
• 294637-52-8 (4R,5R)-5-(4-nitrophenyl)-4-hydroxymethyl-1,3-oxazolidin-2-one 
• 119-62-0 (1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol 
• 56-75-7 chloramphenicol 

Relevant academic research and scientific papers

Synthetic applications of the cyclic iminocarbonate rearrangement Enantioselective syntheses of chloramphenicol and 4-epi-cytoxazone

Chloramphenicol and 4-epi-cytoxazone have been enantioselectively synthesized using the asymmetric dihydroxylation and the cyclic iminocarbonate rearrangement as key steps. (C) 2000 Elsevier Science Ltd.

Asymmetric syn-Dihydroxylation of β-Substituted (2R)-N-(α,β-Enoyl)bornane-10,2-sultams

Variously β-substituted (2R)-N-[(E)-α,β-enoyl]bornane-10,2-sultams were oxidized with OsO4/4-methylmorpholine 4-oxide in a highly stereoselective manner. In all cases, the attack occurred on the C(α)-re face. The absolute configurations of all

Highly selective chirally templated isomunchnone cycloadditions of achiral aldehydes: Synthesis of an enantiopure α,β-Dihydroxyacid

Additions of p-nitro- and p-methoxybenzaldehyde to isomunchnone derivatives of (5S)-phenyloxazin-3-one and -2,3-dione led to corresponding adducts (3,4,6) with excellent diastereofacial and exo-selectivity. Hydrolysis and subsequent cleavage of adduct 3 permitted recovery of the original template and furnished dihydroxyacid 9 that was transformed into the known ethyl ester 10. Comparison of its optical rotation with the literature value confirmed its high optical purity.