86552-35-4

Upstream product

• 14684-32-3 ethyl phosphinate 
• 768-56-9 4-Phenylbut-1-ene 
• 85672-92-0 (4-phenylbutyl)-phosphonous acid,diethyl ester 
• 78-10-4 tetraethoxy orthosilicate 
• 86552-32-1 (4-phenylbutyl)phosphinic acid 
• 64-17-5 ethanol 

Downstream Products

• 1071138-64-1 C₁₅H₂₇O₂PSi 
• 95986-16-6 ((E)-1-Hydroxy-but-2-enyl)-(4-phenyl-butyl)-phosphinic acid ethyl ester 
• 104902-85-4 4-[Ethoxy-(4-phenylbutyl)phosphinyl]-4,4-dimethyl-2-butanone 
• 104902-86-5 (3-Oxo-cyclopentyl)-(4-phenyl-butyl)-phosphinic acid ethyl ester 
• 95688-66-7 [Ethoxy-(4-phenylbutyl)phosphinyl]acetic acid, ethyl ester 
• 95986-08-6 3-[Ethoxy-(4-phenylbutyl)phosphinyl]propionic acid 
• 83623-46-5 [Ethoxy-(4-phenylbutyl)phosphinyl]acetic acid 
• 95688-70-3 [Ethoxy-(4-phenylbutyl)phosphinyl]propionic acid, ethyl ester 
• 95688-71-4 Bis-(4-phenyl-butyl)-phosphinic acid ethyl ester 
• 95688-69-0 3-[Ethoxy-(4-phenyl-butyl)-phosphinoyl]-propionic acid ethyl ester 
• 83624-13-9 1-[[ethoxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline 
• 86552-32-1 (4-phenylbutyl)phosphinic acid 
• 1443525-55-0 O-ethyl O-hydrogen (4-phenylbutyl)phosphonothioate 
• 1443525-56-1 ethoxy(triisopropylsilyloxy)(4-phenylbutyl)phosphine borane 

Relevant academic research and scientific papers

How Do Phosphinates React with Unactivated Alkenes Under Organic Photocatalyzed Conditions? Substrate Scope and Mechanistic Insights

The first visible-light-mediated, metal-free hydrophosphinylation of unactivated alkenes with ethyl and butyl phosphinates is described. The reaction works with a low catalyst loading of 9-mesityl-10-methylacridinium perchlorate (Fukuzumi photocatalyst, 0

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.

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

Orthosilicate-mediated esterification of monosubstituted phosphinic acids

(matrix presented) Monosubstituted phosphinic acids are esterified with orthosilicates in excellent yields. Phosphinylidene-containing acids react selectively under these conditions, while disubstituted phosphinic acids and phosphonic acids remain unchanged. One-pot procedures are also described for the preparation of phosphinate esters from an alcohol. This novel method provides a convenient and general alternative to more commonly employed conditions such as diazomethane or carbodiimide.

SYNTHESIS OF PHOSPHONIC MONOESTERS FROM PHOSPHONOUS ACIDS

Phosphonic monoesters are prepared in a two-step procedure by DCC-DMAP mediated esterification of phosphonous acids and oxidation of the resulting phosphonous monoester.

PHOSPHONAMIDATE COMPOUNDS

Phosphonamidates of the formula STR1 wherein X is a substituted or unsubstituted imino or amino acid or ester. These compounds possess angiotensin converting enzyme activity and are thus useful as hypotensive agents.

Phosphonamidate compounds

Phosphonamidates of the formula STR1 wherein X is an amino acid or ester. These compounds possess angiotensin converting enzyme inhibition activity and enkephalinase inhibition activity. Thus they are useful as hypotensive and analgesic agents.