288570-70-7

Upstream product

• 1072-72-6 Tetrahydrothiopyran-4-one 
• 1634-04-4 tert-butyl methyl ether 
• 288570-67-2 2-methylpropyl (4-bromo-3-fluorophenyl)carbamate 
• 543-27-1 isobutyl chloroformate 
• 372-19-0 meta-fluoroaniline 

Downstream Products

• 188974-59-6 (S)-(-)-N-[[3-[4-(3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide 
• 288570-74-1 2-methylpropyl [4-(3,6-dihydro-1-oxido-2H-thiopyran-4-yl)-3-fluorophenyl]carbamate 
• 288570-78-5 2-methylpropyl [3-fluoro-4-(tetrahydro-2H-thiopyran-4-yl)phenyl]carbamate 
• 288570-72-9 [4-(3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]carbamic acid 2-methylpropyl ester 
• 288570-76-3 cis-2-methylpropyl [3-fluoro-4-(tetrahydro-1-oxido-2H-thiopyran-4-yl)phenyl]carbamate 
• 288570-80-9 trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester 
• 288570-82-1 2-methylpropyl [4-(tetrahydro-1,1-dioxido-2H-thiopyran-4-yl)-3-fluorophenyl]carbamate 

Relevant academic research and scientific papers

Iodination and metal halogen exchange of aromatic compounds: An improved preparation of a key oxazolidinone antibiotic intermediate

A new method for the preparation of a key intermediate for oxazolidinone antibiotic analogues is discussed. We have found that iodine-magnesium exchange can be used to prepare a dianion if a fluorine is present ortho to the aryl anion and that exchange ta

2-Fluoro-(oxid-thiopyran-4-yl)benzene derivatives

Compounds that can be used in the synthesis of cyclic sulfur-containing oxazolidinone antibacterial agents include2-Methylpropyl [4-(3,6-dihydro-1,1-dioxido-2H-thiopyran-4-yl)-3-fluorophenyl]carbamate,4(R)-trans-[3-[3-Fluoro-4-(tetrahydro-1-oxido-2H-thiopyran-4-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl 3-nitrobenzenesulfonate,1α,4β(S)-N-[[3-[3-Fluoro-4-(tetrahydro-1-oxido-2H-thiopyran-4-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]propanarnide monohydrate,4(R)-3-[3-Fluoro-4-(tetrahydro-1,1-dioxido-2H-thiopyran-4-yl)phenyl]-5-(hydroxymethyl)-2-oxazolidinone,4(R)-[3-[3-Fluoro-4-(tetrahydro-1,1-dioxido-2H-thiopyran-4-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl 3-nitrobenzenesulfonate.

Process to prepare cyclic-sulfur fluorine containing oxazolidinones

The invention is a process for the preparation of cyclic-sulfur fluorine containing oxazolidinone antibacterial agents which utilizes the important tetrahydrothiopyran-o-fluorinated carbamate of formula (IV)

Stereodivergent synthesis of sulfoxide-containing oxazolidinone antibiotics

Carbamate 5 was prepared under mild conditions via a novel metal-halogen exchange procedure without competing benzyne formation. Selection of an appropriate oxidation/reduction sequence afforded access to either the cis- or trans-1-oxo-4-aryltetrahydrothi