20394-86-9

Upstream product

• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 133457-79-1 diethoxymethyl(benzyl)phosphinic acid ethyl ester 
• 14990-01-3 benzylphosphine 
• 620-05-3 iodomethylbenzene 
• 82395-88-8 anilinium hypophosphite 
• 589-57-1 diethyl phosphorylchloridite 
• 6921-34-2 benzylmagnesium chloride 
• 100-51-6 benzyl alcohol 

Downstream Products

• 6881-57-8 benzylphosphonic acid 
• 14990-01-3 benzylphosphine 
• 200698-29-9 Benzyl[2,4-di(benzyloxycarbonyl)butyl]phosphinic acid 
• 115049-29-1 benzyl-H-phosphinic acid butyl ester 
• 880335-39-7 benzyl benzyl-H-phosphinate 
• 1204386-98-0 methyl 3-[benzyl(hydroxy)phosphinoyl]-2-methylpropionate 
• 90085-44-2 benzyl(methyl)phosphinic acid 
• 1332694-75-3 2-hydroxyethyl benzyl(octyl)phosphinate 
• 1027236-48-1 ethyl benzyl(2-cyanoethyl)phosphinate 
• 1026739-18-3 (3-Amino-propyl)-benzyl-phosphinic acid ethyl ester 
• 848773-38-6 C₁₂H₂₁O₂PSi 
• 879713-29-8 2-(benzyl-hydroxy-phosphinoylmethyl)-3-biphenyl-4-ylpropionic acid 
• 114425-49-9 benzylphosphinic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of alkyl phosphinic acids from silyl phosphonites and alkyl halides

Mono- and di-substituted phosphinic acids have been synthesised in a one-pot reaction, by the addition of alkyl halides to silyl phosphonites, under mild and flexible conditions.

AMINOPEPTIDASE A INHIBITORS AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAME

The present invention relates to a novel compound, to a composition comprising the same, to methods for preparing the compound, and the use of this compound in therapy. In particular, the present invention relates to compound that is useful in the treatment and prevention of primary and secondary arterial hypertension, ictus, myocardial ischaemia, cardiac and renal insufficiency, myocardial infarction, peripheral vascular disease, diabetic proteinuria, Syndrome X and glaucoma.

Rapid and efficient synthesis of unsymmetrical phosphinic acids r′t(o)ohr″

A new synthesis of unsymmetrical phosphinic acids R′P(O)OHR″ has been evaluated, The first P-C bond was formed by base-promoted H-phosphinate alkylation of a protected H-phosphinate, which is easier and safer to handle, A onepot methodology was developed for the second P-C bond formation reaction that: involves the sila-Arbuzov reaction. This methodology was then extended to the synthesis of a dialkylphosphinic acid with an amino functionality.

Efficient synthesis of mono- and diarylphosphinic acids: a microwave-assisted palladium-catalyzed cross-coupling of aryl halides with phosphinate

A general, efficient method for the microwave-assisted synthesis of mono- and diarylphosphinic acids from anilinium phosphinate and aryl halides, using Pd(0) and Xantphos as a supporting ligand, was developed.

Green, palladium-catalyzed synthesis of benzylic H-phosphinates from hypophosphorous acid and benzylic alcohols

Benzylic alcohols cross-couple directly with concentrated H 3PO2 by using Pd/xantphos (1 or 2 mol-%). Depending on the substrate, DMF at 110 °C or t-AmOH at reflux with a Dean-Stark trap can be used. A broad range of benzylic alcohols react successfully to give moderate to good yields of the products. The preparation of other organophosphorus compounds (phosphinic and phosphonic acids) is also demonstrated. Asymmetric reaction with (R)-1-(2-naphthyl)-ethanol provids the corresponding H-phosphinic acid in 77% ee. The methodology provides a green, PCl3-free route to benzylic-H-phosphinic acids. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Reactions of elemental phoshorus and phosphine with electrophiles in superbasic systems: XIX. Formation of the C-P bond with participation of elemental phosphorus under microwave assistance

Microwave irradiation facilitates phosphorylation of aryl methyl chlorides and styrene with red phosphorus in the presence of strong bases and increases the yield of the main products, tertiary phosphine oxides. Nauka/Interperiodica 2007.

Recent advances in phosphorus-carbon bond formation: Synthesis of H-phosphinic acid derivatives from hypophosphorous compounds

This account summarizes the research conducted in our laboratory over the past five years. New methodologies were devised for the formation of P-C bonds with a focus on the reactions of hypophosphorous acid derivatives. Three types of reactions have been developed: palladium-catalyzed cross-coupling, room-temperature radical addition, and palladium-catalyzed addition. Our results are summarized in each of these areas and include some of our most recent data. (1) Our palladium-catalyzed cross-coupling has been extended to the direct coupling of alkyl phosphinates with a variety of aryl, heteroaryl, and even alkenyl electrophiles. (2) The addition of sodium hypophosphite under radical conditions is extended from alkenes to alkynes. (3) The catalytic addition of hypophosphorous compounds using palladium catalysts (hydrophosphinylation) is also discussed.

Prodrugs of NAALAdase inhibitors

The present invention relates to prodrugs of NAALADase inhibitors, pharmaceutical compositions comprising the same, and methods of using the same to treat glutamate abnormalities and prostate diseases.

Design and pharmacological activity of phosphinic acid based NAALADase inhibitors

A novel series of phosphinic acid based inhibitors of the neuropeptidase NAALADase are described in this work. This series of compounds is the most potent series of inhibitors of the enzyme described to date. In addition, we have shown that these compounds are protective in animal models of neurodegeneration. Compound 34 significantly prevented neurodegeneration in a middle cerebral artery occlusion model of cerebral ischemia. In addition, in the chronic constrictive model of neuropathic pain, compound 34 significantly attenuated the hypersensitivity observed with saline-treated animals. These data suggest that NAALADase inhibition may provide a new approach for the treatment of both neurodegenerative disorders and peripheral neuropathies.