51463-66-2

Upstream product

• 96-36-6 methyl phosphite 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 121-45-9 phosphorous acid trimethyl ester 

Downstream Products

• 141543-05-7 (1-Hydroxy-1-nitromethyl-2-phenyl-ethyl)-phosphonic acid dimethyl ester 
• 868-85-9 Dimethyl phosphite 
• 937-39-3 2-phenylacetylhydrazine 
• 162524-15-4 {1-[(E)-Hydroxyimino]-2-phenyl-ethyl}-phosphonic acid dimethyl ester 
• 7500-45-0 N-benzylphenylacetamide 
• 1186436-74-7 C₁₅H₁₈NO₅P 
• 1186436-73-6 C₁₃H₁₃N₂O₃P 
• 1457935-44-2 (2R,3S)-3-(3-bromophenyl)-N-methyl-4-nitro-2-phenylbutanamide 
• 1457935-45-3 (2R,3S)-N-methyl-3-(naphthalen-1-yl)-4-nitro-2-phenylbutanamide 
• 1457935-46-4 (2R,3R)-N-methyl-3-(nitromethyl)-2-phenylhexanamide 
• 1457935-38-4 (2R,3S)-N-methyl-4-nitro-2,3-diphenylbutanamide 
• 1457935-40-8 (2R,3S)-3-(4-methoxyphenyl)-N-methyl-4-nitro-2-phenylbutanamide 
• 1457935-41-9 (2R,3S)-N-methyl-4-nitro-2-phenyl-3-(p-tolyl)butanamide 

Relevant academic research and scientific papers

Multiple-step, one-pot synthesis of 2-substituted-3-phosphono-1-thia-4-aza-2-cyclohexene-5-carboxylates and their corresponding ethyl esters

The multiple-step, one-pot procedure for a series of 2-substituted-3-phosphono-1-thia-4-aza-2-cyclohexene-5-carboxylates, analogues of the natural, sulfur amino acid metabolite lanthionine ketimine (LK), its 5-ethyl ester (LKE) and 2-substituted LKEs is described. Initiating the synthesis with the Michaelis-Arbuzov preparation of α-ketophosphonates allows for a wide range of functional variation at the 2-position of the products. Nine new compounds were synthesized with overall yields range from 40 to 62%. In addition, the newly prepared 2-isopropyl-LK-P, 2-n-hexyl-LKE-P and 2-ethyl-LKE were shown to stimulate autophagy in cultured cells better than that of the parent compound, LKE.

Facile enolisation of α-ketophosphonates

A number of α-ketophosphonate are prepared and shown to be easily enolised. An X-ray crystal structure determination of a β-phenyl-α-ketophosphonate shows the molecule to be present as hydrogen bonded dimers and demonstrates the presence of enol tautomer

Asymmetric hydrogenation of α- Or β-acyloxy α,β- unsaturated phosphonates catalyzed by a Rh(i) complex of monodentate phosphoramidite

The Rh(i) complex of a monodentate phosphoramidite bearing a primary amine moiety (DpenPhos) has been disclosed to be highly efficient for the asymmetric hydrogenation of a variety of α- or β-acyloxy α,β- unsaturated phosphonates, providing the corresponding biologically important chiral α- or β-hydroxy phosphonic acid derivatives with excellent enantioselectivities (90->99% ee).

Phenyl-, benzyl-, and unsymmetrical hydroxy-methylenebisphosphonates as dronic acid ester analogues from α-oxophosphonates by microwave-assisted syntheses

The microwave (MW)-assisted addition of dialkyl phosphites to α-oxophosphonates was investigated and optimized under solventless conditions to provide the phenyl- and benzyl-hydroxy-methylenebisphosphonates efficiently by suppressing the rearrangement sid

Highly enantioselective synthesis of α-hydroxy phosphonic acid derivatives by Rh-catalyzed asymmetric hydrogenation with phosphine- phosphoramidite ligands

(Chemical Equation Presented) A class act: Unsymmetrical hybrid phosphine-phosphoramidite ligands with central and axial chirality are applied to the highly enantioselective hydrogenation of various enol ester phosphonates (see scheme; cod = cycloocta-1,5-diene). Enantioselectivities up to 99.9% ee are obtained for all classes of β-aryl, β-alkoxy, and β-alkyl substrates.

New efficient synthesis of 1-hydroxymethylene-1,1-bisphosphonate monomethyl esters

A new efficient procedure for the synthesis of 1-hydroxymethylene-1,1- bisphosphonate monomethyl esters in three steps from acid chlorides is reported here. Georg Thieme Verlag Stuttgart.

Synthesis of some α-ketophosphonates comprising mobile hydrogens in position α: Spectroscopic characteristics of 1H, 13C, 31P NMR and IR reactivities among amines and hydrazine derivatives

In the present work we describe the keto-enol equilibrium of some acylphosphonates 1 by means of 1H, 13C, 31P NMR, and IR data which show that the enol form has E configuration. The keto/enol ratio is determined on the basis of 31P NMR data. The reactivity of 1 with hydrazines derivatives and primary amines are reported. The structure of all compounds is determined by 1H, 13C, 31P NMR, and IR.

A practical access to α-phosphonoenamides

Reaction of α-oximinophosphonates first with acetic anhydride then with iron powder and acetic acid at 50-60 °C results in the clean formation of an E-Z mixture of α-phosphonoenacetamides, which are immediate precursors to α-aminophosphonic acids.