142917-83-7

Basic information

• Product Name: (2S,3R)-2,3-Dihydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester
• Synonyms: (2S,3R)-2,3-Dihydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester
• CAS NO: 142917-83-7
• Molecular Weight: 255.227
• Mol File: 142917-83-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2S,3R)-2,3-Dihydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-2,3-Dihydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester(142917-83-7)
• EPA Substance Registry System: (2S,3R)-2,3-Dihydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester(142917-83-7)

Safety Data

• Hazardous Substances Data: 142917-83-7(Hazardous Substances Data)

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 
• 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 
• 22440-58-0 (E)-4-nitrocinnamic acid chloride 
• 193214-07-2 (2S,3R)-3-(4-cyanophenyl)-2,3-dihydroxypropanoic acid 
• 24393-61-1 ethyl (E)-3-(4-nitrophenyl)-2-propenoate 
• 555-16-8 4-nitrobenzaldehdye 
• 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 
• 193214-06-1 (S)-4-[(2S,3R)-2,3-Dihydroxy-3-(4-nitro-phenyl)-propionyl]-5-phenyl-morpholin-3-one 

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

Relevant articles and documents

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.

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.