709665-72-5

Upstream product

• 195070-57-6 (±)-2-(2-fluorophenyl)glycine methyl ester hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 161330-30-9 2-((tert-butoxycarbonyl)amino)-2-(2-fluorophenyl)acetic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 1358791-63-5 N-(tert-butoxycarbonyl)-α-(tributylstannyl)-2-fluorobenzylamine 
• 446-52-6 2-Fluorobenzaldehyde 
• 4248-19-5 tert-butyl carbazate 
• 186581-53-3 diazomethane 
• 124-38-9 carbon dioxide 
• 1174761-19-3 N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-2-fluorobenzylamine 

Downstream Products

• 709665-79-2 4-(2-fluorophenyl)-5,5-dimethyloxazolidin-2-one 
• 1456505-10-4 4-(4-(2-fluorophenyl)-5,5-dimethyl-2-oxooxazolidin-3-yl)-N-(quinolin-8-yl)benzamide 
• 709665-75-8 tert-butyl (1-(2-fluorophenyl)-2-hydroxy-2-methylpropyl)carbamate 

Relevant academic research and scientific papers

OXAZOLIDINONE COMPOUNDS AND DERIVATIVES THEREOF

Compounds of Formula (I) and Formula (II) are useful inhibitors of tankyrase. Compounds of Formula (I) and Formula (II) have the following structure: where the definitions of the variables are provided herein.

Synthesis of arylglycine and mandelic acid derivatives through carboxylations of α-amido and α-acetoxy stannanes with carbon dioxide

Incorporation reactions of carbon dioxide (CO2) with N-Boc-α-amido and α-acetoxy stannanes were developed using CsF as a mild tin activator. Monoprotected α-amido stannanes could be used, and the corresponding arylglycine derivatives were obtained in moderate-to-high yields under 1 MPa (10 atm) of CO2 pressure. α-Acetoxy stannanes also underwent carboxylation to afford mandelic acid derivatives in excellent yields under ambient CO2 pressure. Both transformations enabled the synthesis of α-tertiary and α-quaternary carboxylic acid derivatives. In addition, the chirality of (S)-N-tert-butylsulfonyl-α- amido stannanes was transferred with up to 90% inversion of configuration at 100 °C.

One-pot synthesis of α-amino acids from CO2 using a bismetal reagent with Si-B bond

In the presence of 1.1 equiv of PhMe2Si-Bpin, 5 equiv of CsF, and 20 mol % of TsOH·H2O, precursors of N-Boc-imines can be converted into the corresponding α-aryl or α-alkenyl glycine derivatives under gaseous CO2 in moderate-to-high yields with a single operation. α-Isobutenyl glycine thus obtained can be further derivatized into various types of α-amino acids including N-Boc-leucine, serine, and glycine derivatives in short steps.

One-pot synthesis of α-amino acids from imines through CO2 incorporation: An alternative method for strecker synthesis

Itas a gas: A novel one-pot process for the synthesis of α-amino acids from imine equivalents using CO2 gas as a carbon source has been developed. This reaction was made possible by the reagent combination of TMSSnBu3 and CsF (see scheme). Three successive reactions (imine formation, stannylation, and carboxylation) proceeded in the same flask under these conditions to give products in up to 79 % yield. Boc=tert-butoxycarbonyl, TMS=trimethylsilyl.