13794-39-3

Usage

InChI:InChI=1/C8H13NO3/c1-4-12-8(11)7(6(2)3)9-5-10/h6-7H,4H2,1-3H3

Upstream product

• 75-44-5 phosgene 
• 17609-47-1 valine ethyl ester hydrochloride 
• 13893-45-3 valine ethyl ester 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 4910-25-2 N-phenylsulfanylcarbonyl-DL-valine ethyl ester 
• 516-06-3 D,L-valine 

Downstream Products

• 671203-74-0 [N-allyl-N'-(4-methyl-2-{2-[4-(3-o-tolyl-ureido)-phenyl]-acetylamino}-pentanoyl)-hydrazino]-acetic acid ethyl ester 

Relevant academic research and scientific papers

A convenient and efficient synthesis of novel 1-ethoxycarbonylmethyl-3-ethyl-1,2,3,4-tetrahydro-4-oxo- 1,3,2-benzodiazaphosphorin-2-carboxamide 2-oxides

Some novel 1-ethoxycarbonylmethyl-3-ethyl-1,2,3,4-tetra- hydro-4-oxo-1,3,2-benzodiazaphosphorin-2-carboxamide 2-oxides containing α-amino acid ester or α -aminophosphonate groups have been designed incorporating the proximate carbonyl and phosphoryl groups into the benzoannulated phosphidiamide heterocycle and synthesized by a convenient one-pot procedure in good yields, in which the hydrochlorides of α-amino acid esters or hydrobromides of α -aminophosphonates reacted smoothly with bis(trichloromethyl) carbonate with the help of four molar equivalents of triethylamine to give the corresponding isocyanates that then formed the products by the addition with the phosphorus reagent containing a P-H bond.

Organosilicon synthesis of isocyanates: IV. Synthesis of isocyanates from aliphatic and alkylaromatic amino acid esters

Treatment of an alcoholic suspension of amino acids with trimethylchlorosilane yielded phenylglycine, valine, β-phenylalanine, and homovaline ester hydrochlorides. Their saccharin-catalyzed silylation with hexamethyldisilazane proceeds quantitatively and involves only one proton of the amino group. The best conversion of the amino acid esters to the corresponding isocyanates was achieved by phosgene treatment of their monosilyl urethanes, rather than of the silylated amino esters. Monosilyl urethanes are formed quantitatively by treatment of the amino acid ester hydrochlorides with the hexamethyldisilazane-CO2 system. The 1H NMR spectra show that monosilyl urethanes derived from α-and β-amino acid esters are characterized by intramolecular interaction of the silicon atom and the oxygen atom of the carboxy group. Nauka/Interperiodica 2007.

Design and synthesis of potent and selective inhibitors of integrin VLA-4

The synthesis and identification of a novel series of inhibitors of integrin VLA-4 are described. Their in vitro activity and selectivity against closely related integrins are also presented.