19443-08-4

Basic information

• Product Name: (1S,2S)-1-(p-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol
• Synonyms: (1S,2S)-1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol;(1S,2S)-1-(p-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol
• CAS NO: 19443-08-4
• Molecular Formula: C₁₁H₁₄Cl₂N₂O₃
• Molecular Weight: 0
• Mol File: 19443-08-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1S,2S)-1-(p-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-1-(p-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol(19443-08-4)
• EPA Substance Registry System: (1S,2S)-1-(p-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol(19443-08-4)

Safety Data

• Hazardous Substances Data: 19443-08-4(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 116-54-1 dichloroacetic acid methyl ester 
• 2663-91-4 (1R,2R)-(-)-2-amino-1-(4-aminophenyl)-1,3-propanediol 
• 79-36-7 dichloroacethyl chloride 
• 56-75-7 chloramphenicol 

Downstream Products

• 56-75-7 chloramphenicol 
• 94708-47-1 (1R,2R)-2-(2,2-dichloro-acetylamino)-1-(4-phenylazo-phenyl)-propane-1,3-diol 
• 16803-80-8 (1R,2R)-1-(4-acetylamino-phenyl)-2-(2,2-dichloro-acetylamino)-propane-1,3-diol 
• 26784-13-4 (1R,2R)-2-(2,2-dichloro-acetylamino)-1-(4-hydroxy-phenyl)-propane-1,3-diol 

Relevant articles and documents

Catalytic Syn-Selective Nitroaldol Approach to Amphenicol Antibiotics: Evolution of a Unified Asymmetric Synthesis of (-)-Chloramphenicol, (-)-Azidamphenicol, (+)-Thiamphenicol, and (+)-Florfenicol

A unified strategy for an efficient and high diastereo- and enantioselective synthesis of (-)-chloramphenicol, (-)-azidamphenicol, (+)-thiamphenicol, and (+)-florfenicol based on a key catalytic syn-selective Henry reaction is reported. The stereochemistry of the ligand-enabled copper(II)-catalyzed aryl aldehyde Henry reaction of nitroethanol was first explored to forge a challenging syn-2-amino-1,3-diol structure unit with vicinal stereocenters with excellent stereocontrol. Multistep continuous flow manipulations were carried out to achieve the efficient asymmetric synthesis of this family of amphenicol antibiotics.

Selective Photoinduced Reduction of Nitroarenes to N-Arylhydroxylamines

We report the selective photoinduced reduction of nitroarenes to N-arylhydroxylamines. The present methodology facilitates this transformation in the absence of catalyst or additives and uses only light and methylhydrazine. This noncatalytic photoinduced transformation proceeds with a broad scope, excellent functional-group tolerance, and high yields. The potential of this protocol reflects on the selective and straightforward conversion of two general antibiotics, azomycin and chloramphenicol, to the bioactive hydroxylamine species.