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

General Description

(4R,5R)-2-(dichloromethyl)-4,5-dihydro-5-(4-mesylphenyl)oxazol-4-ylmethanol is a complex chemical compound with a unique structure consisting of an oxazol ring, a dichloromethyl group, and a mesylphenyl group. (4R,5R)-2-(DICHLOROMETHYL)-4,5-DIHYDRO-5-(4-MESYLPHENYL)OXAZOL-4-YLMETHANOL appears to have chirality, with the (4R,5R) configuration indicating that it has two stereocenters. The presence of the dichloromethyl and mesylphenyl groups suggests that it may have potential as a pharmacological or chemical intermediate, playing a role in various industrial or medicinal applications. However, further research is likely needed to fully understand the properties and potential uses of this compound.

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

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.

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.

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