15901-11-8

Usage

Synthesis Reference(s)

Tetrahedron, 49, p. 11055, 1993 DOI: 10.1016/S0040-4020(01)80258-1

Upstream product

• 676-83-5 methyldichlorophosphane 
• 6282-02-6 N-(hydroxymethyl)benzamide 
• 120060-75-5 N-(triphenylmethyl)methanimine 
• 115340-22-2 (acetylaminomethyl)(methyl)phosphinic acid ethyl ester 
• 115340-27-7 (acetylaminomethyl)(methyl)phosphinic acid 
• 89175-75-7 (aminomethyl)methylphosphinic acid ethyl ester 
• 4731-73-1 ethyl ((1,3-dioxoisoindolin-2-yl)methyl)(methyl)phosphinate 

Downstream Products

• 154370-37-3 N-benzyloxycarbonylaminomethyl(P-methyl)phosphinic acid 
• 60668-22-6 {[(N-benzyloxycarbonyl-L-alanyl)amino]methyl}-methylphosphinic acid 

Relevant academic research and scientific papers

Synthesis of phosphinic acid analogues of glycyl-glycine and crystal structure of n-glycyl-aminomethyl-(phenylphosphinic) acid

Phosphinic acid analogues of Gly-Gly, NH2CH2CONHCH2-P(R)O2H (R=Me, Ph, t-Bu), were synthesised by the active ester method from free aminomethylphosphinic acids purified on cation exchange resins. The crystal and

A convenient one-pot preparation of disubstituted phosphinic acids derived from simple amino acids and proline

A facile method for the preparation of both 2-pyrrolidinyl-substituted phosphinic acids and 1-aminoalkylphosphinic acids is described. Reaction of 1-pyrroline trimer or N-tritylalkanamine with bis(trimethylsilyl)phosphonite, followed by silylation with N,O-bis(trimethylsilyl)acetamide gives an intermediate which is used in a Michael addition reaction or an Arbuzov reaction.

Process for the preparation of aminomethanephosphonic acid and aminomethylphosphinic acids

Aminomethanephosphonic acid and aminomethylphosphinic acids are interesting as biologically active compounds or as intermediates for the preparation of biologically active compounds. According to the invention, such compounds of the formula I STR1 in which R1 is OH, C1 -C4 -alkyl or phenyl, can be prepared in a technically simple manner by reacting compounds of the formula II STR2 in which R2 is H, C1 -C6 -alkyl, benzyl, phenyl, optionally substituted by C1 -C4 -alkyl, -alkoxy and/or halogen, and R1 is as defined above, with water, at 80° to 300° C.

Complexing properties of phosphinic analogues of glycine

A series of aminomethylphosphinic acids H2NCH2PRO2H (R = H, Me, But or Ph) was synthesized and the acid-base and complexing properties with CoII, NiII and CuII were determined pH

Peptides containing the novel Methylphosphinamide Transition-State Isostere

A convenient route towards the synthesis of peptides containing the methylphosphinamide moiety as a novel transition-state isostere of the amide bond hydrolysis is described.The key step being the coupling of a methylphosphinic chloride with an amino acid

Process for the preparation of α-aminoalkylphosphonic acids and of α-aminoalkylphosphinic acids

α-Aminoalkylphosphonic and α-aminoalkylphosphinic acids of the formula I STR1 where n=1 or 0, R1 =H, CH3 or CH2 --C6 H5 R2 =H (for n=1) and also=alkyl or phenyl (for n=0) are prepared by Hofmann deradation from compounds of the formula II STR2 wherein n and R1 have the same meaning as in formula I, R3 =alkyl (for n=1), alkyl or phenyl (for n=0), and Mp+ =p-valent cation, with subsequent working up in the known manner. Some of the compounds I are biologically active, and some are intermediates for the preparation of biologically active compounds.

Synthesis, Enzyme-Substrate Interaction, and Herbicidal Activity of Phosphoryl Analogues of Glycine

The interactions of hydrophosphoryl compounds 1-10 and 1,3,5-triacetylhexahydro-1,3,5-triazine furnish the N-acetylated (aminomethyl)phosphoryl compounds 11-20, which, upon acidic hydrolysis, lead to 3, 6, 9, and 21-24.Strict selectivity is observed in the enzyme-catalyzed hydrolysis with the enzymes α-chymotrypsin, phosphodiesterase I, and alkaline phosphatase.Some of the synthesized materials exhibit herbicidal and antitumor activity.