126813-11-4

Basic information

• Product Name: (4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL
• Synonyms: (4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL
• CAS NO: 126813-11-4
• Molecular Formula: C₁₂H₁₃Cl₂NO₄S
• Molecular Weight: 338.21
• Mol File: 126813-11-4.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL(126813-11-4)
• EPA Substance Registry System: (4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL(126813-11-4)

Safety Data

• Hazardous Substances Data: 126813-11-4(Hazardous Substances Data)

Usage

Description

(4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL is a complex chemical compound characterized by its unique structure, which includes an oxazol ring, a dichloromethyl group, and a mesylphenyl group. (4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL exhibits chirality, with the (4R,5R) configuration indicating the presence of two stereocenters. The combination of these functional groups suggests potential applications in various industrial and medicinal fields, although further research is necessary to fully comprehend its properties and uses.

Uses

Used in Pharmaceutical Industry:
(4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL is used as a potential pharmacological intermediate due to its unique structure and functional groups, which may offer novel properties and applications in drug development.
Used in Chemical Synthesis:
In the chemical synthesis industry, (4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL could be utilized as a chemical intermediate for the synthesis of other complex molecules, taking advantage of its reactive dichloromethyl and mesylphenyl groups.
Used in Research and Development:
(4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL may serve as a valuable compound in research and development settings, where its unique structure and chirality could be explored for new reactions, mechanisms, and potential applications in various fields.

Upstream product

• 141739-71-1 1,1-dichloro-2,2,2-trimethoxyethane 
• 31925-29-8 (2S,3R)-2-amino-3-hydroxy-3-(4-methylsulfonylphenyl)propionic acid ethyl ester 
• 3018-12-0 dichloroacetonitrile 
• 1356124-43-0 C₂₄H₂₅N₃O₄S 
• 1356124-41-8 C₂₄H₂₆O₅S 
• 701935-64-0 1-[4-(methylsulfanyl)phenyl]-2-propen-1-ol 
• 125872-62-0 (E)-3-[4-(methylsulfanyl)phenyl]prop-2-en-1-ol 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 51458-28-7 (1R,2R)-2-amino-1-<4-(methylsulphonyl)phenyl>-1,3-propanediol 
• 1338046-00-6 (R)-((R)-3-benzyl-2-oxooxazolidin-4-yl)[4-(methylsulfonyl)phenyl]methyl acetate 
• 1338045-99-0 (R)-3-benzyl-4-[(S)-hydroxy(4-methylsulfonylphenyl)methyl]oxazolidin-2-one 

Downstream Products

• 96795-01-6 C₁₃H₁₅Cl₂NO₆S₂ 
• 73231-34-2 Florfenicol 
• 143026-79-3 (4S,5R)-2-(dichloromethyl)-4-(fluoromethyl)-5-(4-(methylsulfonyl)phenyl)-4,5-dihydrooxazole 

Relevant articles and documents

Florfenicol intermediate preparation method

The invention discloses a florfenicol intermediate preparation method, which comprises: carrying out a reaction by using D-p-methylsulfonyl phenyl serine ethyl ester as a raw material, and reducing by using sodium borohydride as a reducing agent to obtain D-threon-2-amino-1-p-methylsulfonyl phenyl-1, 3-propylene glycol; preparing a cyclization protection reagent 1, 1-trimethyl dichloroorthoacetate from dichloroacetonitrile, methanol and hydrochloric acid; reacting D-threon-2-amino-1-p-methylsulfonyl phenyl-1, 3-propylene glycol with 1, 1-trimethyl dichloroorthoacetate to obtain the florfenicol intermediate D-threon-2-(dichloromethyl)-4, 5-dihydro-5-[4-(methylsulfonyl)-phenyl]-4-oxazole methanol. The method overcomes the defects of the prior art, shortens the reaction time, improves the yield, reduces the production cost, is simple to operate, and is suitable for industrial production.

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.

Asymmetric preparation method of florfenicol intermediate cyclocompound

The invention discloses an asymmetric preparation method of a florfenicol intermediate cyclocompound. An optically pure cyclocompound is prepared by adopting D-ethyl serinate, dichloroacetonitrile, methylsulfonyl bromobenzene and the like as main raw mate