945652-58-4

Upstream product

• 78-84-2 isobutyraldehyde 
• 211183-18-5 hydrogen di[(1R,2S,5R)-menthyl] phosphite 
• 105449-76-1 di(1R,2S,5R)-menthyl phosphorochloridite 
• 943975-09-5 di-[(1R,2S,5R)-(-)-menth-2-yl] 2-methylpropionylphosphonate 
• 2216-51-5 (-)-menthol 

Downstream Products

• 943975-09-5 di-[(1R,2S,5R)-(-)-menth-2-yl] 2-methylpropionylphosphonate 
• 211134-55-3 di(1R,2S,5R)-menthyl (R)-hydroxy(isopropyl)methylphosphonate 

Relevant academic research and scientific papers

Catalytic synthesis of α-hydroxyphosphonates

Reactions of carbonyl compounds of aliphatic, aromatic, and heteroaromatic series with dialkyl phosphites in the presence of DBN were studied under microwave irradiation.

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

Asymmetric synthesis of α-substituted alkylphosphonates based on symmetrical dialkyl phosphites

Chiral C2-symmetrical dialkyl phosphites and C3-symmetrical trialkyl phosphites, derived from (-)-borneol, (-)-menthol, and 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose, were studied as the starting reagents for the preparation of chiral organophosphorus compounds. The reactions of C2-symmetrical dialkyl phosphites and C3-symmetrical trialkyl phosphites with aldehydes and amines or aldehydes are accompanied by asymmetrical induction at the α-carbon atom to yield optically active α-aminoalkylphosphonates or α-hydroxyalkylphosphonates, respectively. The stereoselectivity of the reaction depends on the structure of the starting compounds and the reaction conditions.