96795-00-5

Usage

Chemical Properties

White Solid

InChI:InChI=1/C17H17NO4S/c1-23(20,21)14-9-7-12(8-10-14)16-15(11-19)18-17(22-16)13-5-3-2-4-6-13/h2-10,15-16,19H,11H2,1H3/t15?,16-/m1/s1

Upstream product

• 139059-01-1 (4S,5R)-5-(4-(methylsulfonyl)phenyl)-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid ethyl ester 
• 256475-84-0 D-(-)-threo-2-amino-3-[4-(methylsulfonyl)phenyl]-1,3-propanediol hydrochloride 
• 100-47-0 benzonitrile 
• 51458-28-7 (1R,2R)-2-amino-1-<4-(methylsulphonyl)phenyl>-1,3-propanediol 
• 825-60-5 benzimidic acid ethyl ester 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 139235-94-2 ethyl (2R,3S)-3-(4-methylthiophenyl)serinate hydrochloride 
• 139059-00-0 (4R,5R)-5-(4-(methylsulfonyl)phenyl)-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid ethyl ester 
• 17087-39-7 DL-threo-3-(4-methylthiophenyl)serine 
• 139164-32-2 ethyl (2R,3S)-2-benzamido-3-hydroxy-3-(4-methylsulfonylphenyl)propionate 
• 139058-99-4 ethyl L-threo-N-benzoyl-3-(4-methylthiophenyl)serinate 
• 98-88-4 benzoyl chloride 
• 23150-35-8 (R*,R*)-(+)-thiomicamine 

Downstream Products

• 126428-97-5 D-(-)-threo-2-phenyl-4-(fluoromethyl)-5-(4-(methylsulfonyl)phenyl)-2-oxazoline 
• 129126-22-3 D-(-)-threo-2-phenyl-4-(chloromethyl)-5-(4-(methylsulfonyl)phenyl)-2-oxazoline 
• 129126-23-4 D-(-)-threo-1-(4-(methylsulfonyl)phenyl)-2-amino-3-chloro-1-propanol hydrochloride 
• 73231-34-2 Florfenicol 
• 76639-93-5 (1R,2S)-2-amino-3-fluoro-1-<4-(methylsulphonyl)phenyl>-1-propanol 

Relevant academic research and scientific papers

PROCESS FOR PREPARING OXAZOLINE-PROTECTED AMINODIOL COMPOUNDS USEFUL AS INTERMEDIATES TO FLORFENICOL

Processes for preparing oxazoline compounds are disclosed. These oxazoline compounds are useful intermediates in the preparation of Florfenicol and related compounds.

Process for the synthesis of intermediates of chloramphenicol or its analogues

The present invention relates to the synthesis of antibacterial compounds such as Chloramphenicol and its analogues Thiamphenicol and Florfenicol and particularly to a new reaction for the preparation of the intermediate compound aminodiolphenylsulfone. This reaction permits the introduction of modified residues to obtain modified antibiotics with an improved stability towards the action of bacterial resistant determinants. In addition, higher purities may be also obtained due to an improved procedure requiring fewer purification steps.

An enzymatic route to florfenicol

Racemic ethyl threo-3-14-methylthiophenyl)serinate is resolved by enzymatic hydrolysis using protease from Streptomyces griseus and both stereoisomers are converted to D-threo-4,5-dihydro-5-(4-methylsulfonylphenyl)-2-phenyl-4-oxazolemethan ol, thereby giving a formal synthesis of florfenicol.