741292-50-2

Upstream product

• 393-52-2 2-Fluorobenzoyl chloride 
• 78392-42-4 tris-[(1R,2S,5R)-menth-2-yl]phosphite 
• 211183-18-5 hydrogen di[(1R,2S,5R)-menthyl] phosphite 
• 446-52-6 2-Fluorobenzaldehyde 
• 889103-64-4 di-[(1R,2S,5R)-(-)-menth-2-yl] hydroxy-(2-fluorophenyl)methylphosphonate 

Downstream Products

• 889103-64-4 di-[(1R,2S,5R)-(-)-menth-2-yl] hydroxy-(2-fluorophenyl)methylphosphonate 
• 741292-52-4 di-(1R,2S,5R)-menthyl (R)-1-(2-fluorophenyl)-1-hydroxymethylphosphonate 
• 889103-62-2 di-(1R,2S,5R)-menthyl (S)-1-(2-fluorophenyl)-1-hydroxymethylphosphonate 

Relevant academic research and scientific papers

Synthesis of optically active hydroxyphosphonates

The reduction of dimenthyl ketophosphonates with sodium borohydride involves asymmetric induction at the a-carbon atom, resulting in a small excess of the (R)-enantiomer of the a-hydroxyphosphonate formed. A higher ee purity was achieved if the reduction

Efficient method for the asymmetric reduction of α- and β-ketophosphonates

An efficient and versatile method for the asymmetric reduction of α- and β-ketophosphonates using chiral reactant derived from sodium borohydride and l-(+)- or d-(-)-tartaric acid is developed. The methodology was used for the preparation of a number of biologically interesting enantiomerically pure products: including 2,3-epoxypropylphosphonate 11, 2-hydroxy-3-aminopropylphosphonic acid 14 (phospho-GABOB), phospho-carnitine 19, and others in multigram scale.

Enantioselective reduction of ketophosphonates using chiral acid adducts with sodium borohydride

A method for asymmetric reduction of α-and β-ketophosphonates using a chiral complex prepared from sodium borohydride and D-or L-tartaric acid is developed. Reduction of α-or β-ketophosphonates by these reagents led to formation of corresponding (S)-or (R