86552-32-1

Usage

Uses

Used in Metal Coordination Chemistry:
(4-PHENYLBUTYL)PHOSPHINIC ACID is used as a ligand for the formation of metal complexes, contributing to the stability and reactivity of these complexes. Its ability to coordinate with metal ions makes it a valuable component in the development of catalysts and other coordination compounds.
Used in Organic Synthesis:
(4-PHENYLBUTYL)PHOSPHINIC ACID serves as a building block for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows for the formation of diverse molecular architectures through chemical reactions.
Used in Catalysis:
(4-PHENYLBUTYL)PHOSPHINIC ACID is employed as a catalyst or a catalyst precursor in various chemical reactions, enhancing the reaction rates and selectivity. Its ability to form metal complexes and participate in catalytic cycles makes it a promising candidate for industrial applications.
Used in Pharmaceutical Industry:
(4-PHENYLBUTYL)PHOSPHINIC ACID is used as a starting material or intermediate in the synthesis of pharmaceutical compounds, leveraging its reactivity and structural features to develop new drugs with potential therapeutic properties.
Used in Material Sciences:
(4-PHENYLBUTYL)PHOSPHINIC ACID is utilized in the development of advanced materials, such as polymers, coatings, and composites, due to its ability to form stable metal complexes and participate in various chemical reactions.
Used in Medical Research:
(4-PHENYLBUTYL)PHOSPHINIC ACID has been studied for its potential use in the treatment of various medical conditions, including its biological and therapeutic properties. Its unique structure and reactivity make it a promising candidate for further research and development in the medical field.

Upstream product

• 768-56-9 4-Phenylbut-1-ene 
• 10039-56-2 sodium hypophosphite 
• 60-29-7 diethyl ether 
• 34241-39-9 azobisisobutyronitrile 
• 86552-35-4 (4-phenylbutyl)-phosphinic acid,ethyl ester 
• 2270-20-4 5-Phenylpentanoic acid 

Downstream Products

• 95986-02-0 (1-Hydroxy-1,3-dimethyl-but-2-enyl)-(4-phenyl-butyl)-phosphinic acid 
• 95986-04-2 4-[Hydroxy-(4-phenylbutyl)phosphinyl]-4,4-dimethyl-2-butanone 
• 86552-35-4 (4-phenylbutyl)-phosphinic acid,ethyl ester 
• 107492-14-8 (S)-6-Benzyloxycarbonylamino-2-(4-phenyl-butylphosphinoyloxy)-hexanoic acid methyl ester 
• 117085-70-8 (S)-1-[(S)-6-Benzyloxycarbonylamino-2-(4-phenyl-butylphosphinoyloxy)-hexanoyl]-2,3-dihydro-1H-indole-2-carboxylic acid benzhydryl ester 
• 111497-22-4 (S)-1-[(S)-6-Benzyloxycarbonylamino-2-(4-phenyl-butylphosphinoyloxy)-hexanoyl]-pyrrolidine-2-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Environmentally benign synthesis of H-phosphinic acids using a water-tolerant, recyclable polymer-supported catalyst

(Chemical Equation Presented) A reusable polymer-supported hydrophosphinylation catalyst is described for the preparation of H-phosphinic acids. The polystyrene-based ligand is prepared in one step from commercially available compounds. The polymeric catalyst generally gives good yields for a variety of substrates and is water- and air-tolerant, although the scope of alkenes and alkynes which can be employed is somewhat narrower than with our original xantphos/Pd2dba3 catalyst.

Preparation method of alkyl phosphorylated substances

The invention discloses a preparation method of alkyl phosphorylated substances. According to the invention, alkyl carboxylic acid is used as a starting material, and raw materials are easy to obtain and are various in types. Products prepared by the method disclosed by the invention are various in types and wide in application; and a part of the products can be prepared into important phosphorus ligands and drug key intermediates through simple reduction. In addition, use of high-toxicity phosphine reagents is avoided in the method, the reaction conditions are mild, operation is simple, the yield of the target product is high, pollution is small, and the reaction operation and post-treatment processes are simple, so that the method is suitable for industrial production.

Method for preparation of alkyl phosphonyl compound from peroxide

The invention discloses a method for preparation of an alkyl phosphonyl compound from peroxide. The invention adopts an acyl peroxide as the starting material, and the raw material is easily availableand has a great variety. The product obtained by the method provided by the invention has a great variety and wide uses. Some of the products can be reduced simply into important phosphorus ligands and key pharmaceutical intermediates. In addition, the method avoids the use of high toxicity phosphine reagent, has the characteristics of mild reaction conditions, simple operation, high target product yield, low pollution, simple reaction operation and post-treatment process, and is suitable for industrial production.

Rapid and Efficient Microwave-Assisted Hydrophosphinylation of Unactivated Alkenes with H -Phosphinic Acids without Added Metal or Radical Initiator

A microwave-assisted hydrophosphinylation of unactivated alkenes with phosphinic acid and its derivatives under metal-free and initiator-free conditions is reported. Such hydrophosphinylations are operationally simple, use aqueous hypophosphorus acid, H-phenylphosphinic acid, and H-alkylphosphinic acids, and seem to proceed by a radical mechanism. Good isolated yields were obtained using a reasonable excess of the appropriate reagent.

Hydrophosphinylation of unactivated terminal alkenes catalyzed by nickel chloride

The room-temperature hydrophosphinylation of unactivated monosubstituted alkenes using phosphinates (ROP(O)H2) and catalytic NiCl2 in the presence of dppe is described. The method is competitive with prior palladium-catalyzed reactio

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.

DERIVATIVES OF SUCCINIC AND GLUTARIC ACIDS AND ANALOGS THEREOF USEFUL AS INHIBITORS OF PHEX

The present invention relates to derivatives of succinic and glutaric acids and analogues thereof, having the following general formula (I), useful as inhibitors of PHEX. These derivatives are useful for promoting generation of bone mass and treating or preventing diseases or conditions associated with a phosphate metabolism defect. Methods for preparation and intermediates are also disclosed.

Palladium-catalyzed hydrophosphinylation of alkenes and alkynes

Various palladium catalysts promote the addition of hypophosphorous derivatives ROP(O)H2 to alkenes and alkynes in good yields and under mild conditions. Particularly, Cl2Pd(PPh3)2/2 MeLi, and Pd2dba3/xantphos allow for phosphorus-carbon bond formation instead of transfer hydrogenation. Commercial aqueous solutions of hypophosphorous acid can be employed successfully at ambient temperature. With styrene and terminal alkynes, the regioselectivity (linear versus branched products) can be controlled to some extent with the catalytic system employed. The methodology considerably extends upon previous routes for the preparation of H-phosphinic acids and other organophosphorus compounds. Copyright

Triethylborane-initiated room temperature radical addition of hypophosphites to olefins: Synthesis of monosubstituted phosphinic acids and esters

A novel and practical approach to monosubstituted phosphinic acid (alkylphosphonous acid) derivatives from hypophosphite salts or esters is described. Phosphorus-centered radical formation is initiated with Et3B/O2, and the reaction is conveniently conducted at room temperature in an open flask. In contrast to previously reported conditions for the radical reaction of hypophosphorous acid and sodium hypophosphite (peroxide initiators, acid catalysis, heat), the method proceeds under neutral conditions and therefore tolerates a wide range of functional groups. Previously inaccessible phosphinic acids can be prepared in a single step from cheap starting materials. Excellent selectivity is observed for monoaddition, and symmetrical dialkyl phosphinates do not form in significant amounts. Monosubstituted phosphinic acids are usually obtained in better than 90% purity by a simple extractive workup; however, isolated yields are diminished if the substituent is polar. Because radicals derived from hypophosphites are electrophilic, the reaction is limited to the use of electron-rich olefins. The reaction conditions can also be employed in the room temperature radical reduction of alkyl halides and provide an exceptionally mild and environmentally friendly alternative to the use of tributyltin hydride. The remarkable mild nature of the reaction conditions allows for the radical reaction of sensitive alkyl hypophosphites to occur, in which case, a catalytic amount of Et3B suffices to deliver alkyl phosphinate esters in reasonable yield.

PHOSPHONATE AND PHOSPHONAMIDE ENDOPEPTIDASE INHIBITORS

Compounds of the formula STR1 wherein Y is O or NH and X is STR2 will inhibit the action of neutral endopeptidase. As a result, such compounds produce diuresis, natriuresis, and lower blood pressure as well as being useful in the treatment of congestive heart failure, relieving pain, and diarrhea when administered to a mammalian host.