7387-98-6

Basic information

• Product Name: D-erythro-Chloramphenicol
• Synonyms: Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, [S-(R*,S*)]-;Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, D-erythro- (8CI);D-erythro-(1S,2R)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol;D-erythro-Chloramphenicol
• CAS NO: 7387-98-6
• Molecular Formula: C₁₁H₁₂Cl₂N₂O₅
• Molecular Weight: 323.12938
• Mol File: 7387-98-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 173-174 °C
• Boiling Point: 644.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.547±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• PKA: 11.03±0.46(Predicted)
• CAS DataBase Reference: D-erythro-Chloramphenicol(CAS DataBase Reference)
• NIST Chemistry Reference: D-erythro-Chloramphenicol(7387-98-6)
• EPA Substance Registry System: D-erythro-Chloramphenicol(7387-98-6)

Safety Data

• Hazardous Substances Data: 7387-98-6(Hazardous Substances Data)

Usage

Uses

D-erythro-Chloramphenicol is an isomer of chloramphenicol (CAP) which is an antibiotic that is banned for use in food producing animals. The D-isomer can be identified from the other CAP-isomers through reversed phase and chiral liquid chromatography in combination with tandem mass spectrometric detection.

Upstream product

• 513-96-2 3,3,3-trichloro-2-hydroxy-propionitrile 
• 71115-69-0 erythro-2-amino-1-(p-nitrophenyl)-1,3-propanediol 
• 116-54-1 dichloroacetic acid methyl ester 
• 872302-03-9 dichloroacetyl-phosphorous acid diethyl ester 
• 119-62-0 (+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol 
• 119-62-0 (1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol 
• 26367-75-9 chloramphenicol 
• 6158-95-8 (S)-2-(2,2-dichloro-acetylamino)-3-hydroxy-1-(4-nitro-phenyl)-propan-1-one 
• 907579-60-6 dichloroacetic acid-[(5R)-4c-(4-nitro-phenyl)-2-oxo-[1,3]dioxan-5r-ylamide] 
• 115082-34-3 dichloroacetic acid-[(5R)-4c-(4-nitro-phenyl)-2ξ-oxo-2λ⁴-[1,3,2]dioxathian-5r-ylamide] 
• 33485-03-9 (1RS,2RS)-2-(2,2-dichloro-acetylamino)-1-(4-nitro-phenyl)-1,3-bis-nitryloxy-propane 
• 683-60-3 sodium isopropylate 
• 555-31-7 aluminum isopropoxide 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 56-75-7 chloramphenicol 
• 134-90-7 L-threo-chloramphenicol 
• 115082-34-3 dichloroacetic acid-[4t-(4-nitro-phenyl)-2ξ-oxo-2λ⁴-[1,3,2]dioxathian-5r-ylamide] 
• 115082-34-3 dichloroacetic acid-[4c-(4-nitro-phenyl)-2ξ-oxo-2λ⁴-[1,3,2]dioxathian-5r-ylamide] 
• 24223-54-9 (RS)-((RS)-2-dichloromethyl-4,5-dihydro-oxazol-4-yl)-(4-nitro-phenyl)-methanol 
• 119-62-0 (+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol 
• 492-79-5 (1RS,2RS)-3-benzoyloxy-2-(2,2-dichloro-acetylamino)-1-(4-nitro-phenyl)-propan-1-ol 
• 492-79-5 (1RS,2SR)-3-benzoyloxy-2-(2,2-dichloro-acetylamino)-1-(4-nitro-phenyl)-propan-1-ol 
• 10318-16-8 (1RS,2SR)-3-acetoxy-2-(2,2-dichloro-acetylamino)-1-(4-nitro-phenyl)-propan-1-ol 
• 530-43-8 (1RS,2RS)-2-(2,2-dichloro-acetylamino)-1-(4-nitro-phenyl)-3-palmitoyloxy-propan-1-ol 
• 119-62-0 (1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol 
• 119-62-0 (1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol 
• 6158-95-8 (S)-2-(2,2-dichloro-acetylamino)-3-hydroxy-1-(4-nitro-phenyl)-propan-1-one 
• 56-75-7 chlorampenicol 

Relevant articles and documents

Oxidant controlled regio- and stereodivergent azidohydroxylation of alkenes via I2 catalysis

A novel, I2 catalyzed regio- and stereodivergent vicinal azidohydroxylation of alkenes leading to 1,2-azidoalcohols in high yields (up to 92%) and excellent dr (up to 98%) has been developed. This unprecedented transformation employs NaN3 and DMF as N- and O-nucleophiles respectively. The role of DMF as the O-source in the reaction has been unequivocally proven by 18O labelling studies.

Organocatalytic aziridine synthesis using F+ salts

This paper describes a unique application of the fluoronium cation (F +) as an organocatalyst for mediating the reaction between N-substituted imines and ethyl diazoacetate affording excellent yields of N-substituted aziridines.

REGIOSELECTIVE ACYLATIVE CLEAVAGE OF CYCLIC FORMAL OF CHLORAMPHENICOL

The amide 6 has been synthesised by reacting the amine 3 with dichloroketene in situ.This amide 6 on nitration gave formal 7, which when reacted with acetic anhydride and p-toluene sulfonic acid underwent regioselective cleavage of the dioxane ring to furnish the hemiacetal 11.This on treatment with methanol-water-ammonia yielded chloramphenicol 2.