94841-40-4

Upstream product

• 70350-61-7 (1-amino-2-methoxy-ethyl)-phosphonic acid 
• 71937-30-9 (1-Amino-2-hydroxy-ethyl)-phosphinic acid 
• 1795-31-9 tris(trimethylsilyl) phosphite 
• 107653-76-9 (S)-(+)-<1-Azido-2-(benzyloxy)ethyl>phosphonsaeure-dimethylester 
• 121330-03-8 (R)-(-)-<1-Azido-2-(benzyloxy)ethyl>phosphonsaeure-dimethylester 
• 98820-95-2 [(R)-1-((S)-2-Amino-propionylamino)-2-hydroxy-ethyl]-phosphonic acid 
• 104173-32-2 (R)-4-(Diphenoxy-phosphoryl)-2-isopropyl-oxazolidine-3-carboxylic acid methyl ester 
• 94776-37-1 C₃₄H₂₈NO₁₁P 
• 101040-09-9 di(tert-butyl) <(1S)-2-benzyloxy-1-ethyl>phosphonate 
• 101040-12-4 (+)-(S)-dibenzyl <2-benzyloxy-1-(hydroxyamino)ethyl>phosphonate 
• 101040-14-6 (+)-(S)-diethyl (1-amino-2-hydroxyethyl)phosphonate 
• 98820-96-3 [(S)-1-((S)-2-Amino-propionylamino)-2-hydroxy-ethyl]-phosphonic acid 
• 90458-80-3 S(+)-2-aziridinephosphonic acid 
• 94776-37-1 C₃₄H₂₈NO₁₁P 

Relevant academic research and scientific papers

Anionic polyurethanes with elastic property

The invention concerns novel anionic polyurethanes with elastic property, that is having an instantaneous elastic recovery ranging between 5% and 100% consisting essentially (a1) of anionic units derived from at least a monomer or polymer compound with sulphonic and/or phosphonic acid function and having at least two functions reactive to labile hydrogen, optionally (a2) non-ionic units derived from at least a non-ionic monomer or polymer compound having at least two functions reactive to labile hydrogen, and (b) units derived from at least a diisocyanate, provided that at least one type of the units (a1) and (a2) is derived from a polymer having a glass transition temperature (Tg) measured by differential enthalpy analysis, less than 10° C. and that said sequences with Tg less than 10° C. represent 20 to 90% of the total weight of the polyurethane. The invention also concerns cosmetic compositions containing the novel anionic polyurethanes with elastic property.

Enzymes in organic chemistry. Part 10:1 Chemo-enzymatic synthesis of L- phosphaserine and L-phosphaisoserine and enantioseparation of amino- hydroxyethylphosphonic acids by non-aqueous capillary electrophoresis with quinine carbamate as chiral ion pair agent

Diisopropyl 2-azido-1-acetoxyethylphosphonate (±)-7 was hydrolysed with high enantioselectivity by lipase SP 524 to give α-hydroxyphosphonate (S)-(- )-6 and ester (R)-(-)-7, which was saponified to give (R)-(+)-6. The two α- hydroxyphosphonates (R)- and (S)-6 were transformed into l-phosphaisoserine and L-phosphaserine, respectively. Their enantiomeric excesses were determined to be 97% by HPLC on an chiral stationary phase. A mixture of all four stereoisomeric amino-hydroxyethylphosphonic acids can be separated by non-aqueous capillary electrophoresis with quinine carbamate as the chiral ion pair agent applying the partial filling technique. (C) 2000 Elsevier Science Ltd.

Absolute Configuration of (2-Amino-1-hydroxyethyl)phosphonic Acid from Acanthamoeba castellanii (Neff) - Preparation of Phosphonic Acid Analogues of (+)- and (-)-Serine

Dimethyl phosphonate was derivatised with dimeric lactol (+)-8 to give the chromatographically separable diastereomers 9 and 10.By removing the chiral auxiliary under acidic conditions, the enantiomeric phosphonates

133. Nucleophilic Additions to N-Glycosylnitrones. Part IV. Asymmetric Synthesis of N-Hydroxy-α-aminophosphonic and α-Aminophosphonic Acids

The addition of phosphite anions and of tris(trimethylsilyl)phosphite (P(OSiMe3)3) to N-glycosyl-C-aryl-nitrones was examined.While these nitrones proved inert towards the phosphite anions, they reacted with P(OSiMe3)3 under catalysis by Lewis acids.Thus,

Synthesis and structure-activity relationships of antibacterial phosphonopeptides incorporating (1-aminoethyl)phosphonic acid and (aminomethyl)phosphonic acid

Phosphonodipeptides and phosphonooligopeptides based on L- and D-(1-aminoethyl)phosphonic acids L-Ala(P) and D-Ala(P) and (aminomethyl)phosphonic acid Gly(P) at the acid terminus have been synthesized and investigated as antibacterial agents, which owe their activity to the inhibition of bacterial cell-wall biosynthesis. A method for large-scale synthesis of the potent antibacterial agent L-Ala-L-Ala(P) (1,Alafosfalin) is described. Structure-activity relationships in the dipeptide series have been studied by systematic variation of structure 1. L stereochemistry is generally required for both components. Changes in the L-Ala(P) moiety mostly lead to loss of antibacterial activity, but the phosphonate analogues of L-phenylalanines, L-Phe(P), and L-serine, L-Ser(P), give rise to weakly active L-Ala-L-Phe(P) and L-Ala-L-Ser(P). Replacement of L-Ala in 1 by common and are amino acids can give rise to more potent in vitro antibacterials such as L-Nva-L-Ala(P). Synthetic variation of these more potent dipeptides leads to decreased activity. Phosphonooligopeptides such as (L-Ala)2-L-Ala(P) have a broader in vitro antibacterial spectrum than their phosphonodipeptide precursor, but this is not expressed in vivo, presumably due to rapid metabolism to 1. Stabilized compounds such as Sar-L-Nva-L-Nva-L-Ala(P) have been developed that are more potent in vivo and have a broader in vivo antibacterial spectrum than the parent phosphonodipeptide.

181. Nuchleophilic Additions to N-Glycosylnitrones Asymmetric Synthesis of α-Aminophosphonic Acids

The hypothesis which explains the diastereoselectivity of the 1,3-dipolar cycloaddition of the N-glycosylnitrones 1-3 leading to the 5,5-disubstituted isoxazolidines 4-6 on the basis of a kinetic anomeric effect predicts that nucleophiles should add to N-

1-Aminoalkylphosphonous Acids. Part 1. Isosteres of the Protein Amino Acids

The synthesis of 1-aminoalkylphosphonous acids, isosteres of the protein amino acids, by addition of hypophosphorous acid to diphenylmethylimines is described.These analogues of glycine, alanine, valine, leucine, isoleucine, phenylalanine, tyrosine, tryptophan, serine, threonine, methionine, cysteine, cystine, glutamic acid, lysine, ornithine, arginine, and proline have been prepared and the analogues of alanine, valine, leucine, phenylalanine, and methionine resolved.The alanine, valine and methionine analogues have interesting antimicrobial activity and the alanine analogue has plant growth inhibiting properties.Oxidation of the appropriate 1-aminoalkylphosphonous acids gave the 1-aminoalkylphosphonic acid analogues of (+/-)-alanine, (-)-alanine, (+/-)-valine, (-)-valine, (+/-)-serine, (+/-)-threonine, (+/-)-lysine, (-)-leucine, and (+/-)-ornithine.

DETERMINATION OF ABSOLUTE CONFIGURATION OF OPTICALLY ACTIVE 1-AMINOALKANEPHOSPHONIC ACIDS BY CHEMICAL CORRELATIONS

The absolute configurations of optically active phosphonic analogues of serine, β-chloroalanine, phenylalanine, tyrosine and 2-aziridinephosphonic acid have been established via chemical correlations with phosphonic analogues of alanine or aspartic acid of known configuration.