492-79-5

Basic information

• Product Name: [R-(R*,R*)]-2-(2,2-dichloroacetamido)-3-hydroxy-3-(p-nitrophenyl)ethyl benzoate
• Synonyms: [R-(R*,R*)]-2-(2,2-dichloroacetamido)-3-hydroxy-3-(p-nitrophenyl)ethyl benzoate;N-[(1R,2R)-1-[(Benzoyloxy)methyl]-2-hydroxy-2-(4-nitrophenyl)ethyl]-2,2-dichloroacetamide
• CAS NO: 492-79-5
• Molecular Formula: C₁₈H₁₆Cl₂N₂O₆
• Molecular Weight: 414.2168
• EINECS: 207-760-4
• Mol File: 492-79-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 612.9°Cat760mmHg
• Flash Point: 324.5°C
• Appearance: /
• Density: 1.49g/cm³
• Vapor Pressure: 7.03E-16mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: [R-(R*,R*)]-2-(2,2-dichloroacetamido)-3-hydroxy-3-(p-nitrophenyl)ethyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: [R-(R*,R*)]-2-(2,2-dichloroacetamido)-3-hydroxy-3-(p-nitrophenyl)ethyl benzoate(492-79-5)
• EPA Substance Registry System: [R-(R*,R*)]-2-(2,2-dichloroacetamido)-3-hydroxy-3-(p-nitrophenyl)ethyl benzoate(492-79-5)

Safety Data

• Hazardous Substances Data: 492-79-5(Hazardous Substances Data)

Usage

General Description

[R-(R*,R*)]-2-(2,2-dichloroacetamido)-3-hydroxy-3-(p-nitrophenyl)ethyl benzoate is a chemical compound with a complex structure. It is an ester derivative of benzoic acid, containing a hydroxy group, a p-nitrophenyl group, and a dichloroacetamido group. [R-(R*,R*)]-2-(2,2-dichloroacetamido)-3-hydroxy-3-(p-nitrophenyl)ethyl benzoate is likely to have pharmaceutical or biochemical applications due to its structure, which suggests potential interactions with biological molecules. It may also have potential as a research tool in the study of enzymatic processes or drug interactions. The compound's complex structure suggests it may have specific interactions or properties that could be of interest in further research and development.

InChI:InChI=1/C17H16Cl2N2O6/c1-2-27-16(23)12-4-3-9-17(24,13(12)20-15(22)14(18)19)10-5-7-11(8-6-10)21(25)26/h3-8,14,24H,2,9H2,1H3,(H,20,22)/t17-/m1/s1

Upstream product

• 769-78-8 vinyl benzoate 
• 56-75-7 chloramphenicol 
• 10318-17-9 (1R,2R)-3-(acetyloxy)-2-[(dichloroacetyl)amino]-1-(4-nitrophenyl)propyl acetate 
• 56-75-7 chlorampenicol 
• 98-88-4 benzoyl chloride 
• 56-75-7 2-(2,2-dichloroacetylamino)-1-(4-nitrophenyl)propane-1,3-diol 

Downstream Products

• 575-17-7 (+/-)-[2-dichloromethyl-5t-(4-nitro-phenyl)-4,5-dihydro-oxazol-4r-yl]-methanol 
• 103854-92-8 (+/-)-4r-chloromethyl-2-dichloromethyl-5t-(4-nitro-phenyl)-4,5-dihydro-oxazole 
• 33485-06-2 dichloroacetic acid-[(1RS,2SR)-2-chloro-1-chloromethyl-2-(4-nitro-phenyl)-ethylamide] 
• 108717-03-9 (1RS,2SR)-3-benzoyloxy-1-chloro-2-(2,2-dichloro-acetylamino)-1-(4-nitro-phenyl)-propane 
• 108717-03-9 (1S,2R)-3-benzoyloxy-1-chloro-2-(2,2-dichloro-acetylamino)-1-(4-nitro-phenyl)-propane 

Relevant articles and documents

Enzymatic regioselective production of chloramphenicol esters

An enzymatic study has been performed in the search for synthetic routes to produce chloramphenicol derivatives through regioselective processes using lipases. Complementary transesterification and hydrolytic reactions have been carried to synthesize chloramphenicol regioisomers. Reaction parameters, such as biocatalyst, solvent, acyl donor, and temperature have been optimised in order to obtain chloramphenicol esters with high yields through acylation processes. Scale-up of the enzymatic reactions (1 g-scale at 0.25 M) and catalyst recycling (up to 10 cycles) have been successfully achieved. Furthermore, monoacylated derivatives at the more hindered secondary position could also be obtained employing hydrolysis processes.