1709-65-5

Upstream product

• 56-86-0 L-glutamic acid 
• 84344-29-6 N-Tfa-L-Glu-OMe-γ-Dcha Salt 
• 84369-01-7 γ-OBzl-N-Tfa-L-Glu-OMe 
• 67-56-1 methanol 
• 1535-57-5 (S)-N-(2,6-dioxotetrahydro-2H-pyran-3-yl)-2,2,2-trifluoroacetamide 

Downstream Products

• 84344-30-9 (S)-4-((R)-1-Methoxycarbonyl-2-{(R)-2-methoxycarbonyl-2-[(S)-4-methoxycarbonyl-4-(2,2,2-trifluoro-acetylamino)-butyrylamino]-ethyldisulfanyl}-ethylcarbamoyl)-2-(2,2,2-trifluoro-acetylamino)-butyric acid methyl ester 
• 83851-50-7 (S)-4-((R)-2-Mercapto-1-methoxycarbonyl-ethylcarbamoyl)-2-(2,2,2-trifluoro-acetylamino)-butyric acid methyl ester 
• 99901-76-5 N-(γ-N-Tfa-L-Glu)-L-Glu-L-Glu-tetra-OMe 
• 99901-75-4 N-(γ-N-Tfa-L-Glu-α-OMe)-L-Glu-L-Glu-OMe 

Relevant academic research and scientific papers

Glutamic acid derivatives

All isomeric forms and mixtures of isomers of glutamic acid compounds of the formula STR1 wherein the glutamic aid is of D- or L- configuration, R1 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, an amino acid, a peptide of 2 to 4 amino acids and an amino acid or a peptide of 2 to 4 amino acids in which the amine is esterified with an optionally unsaturated aliphatic carboxylic acid of 6 to 24 carbon atoms or R1 is selected from the group consisting of a residue of a C6 -C24 optionally unsaturated aliphatic acid. R5 is selected from the group consisting of hydrogen or an alkyl radical of 1 to 5 carbon atoms, R3 is selected from the group consisting of hydroxy, alkoxy of 1 to 5 carbon atoms, an amino acid with the amine optionally substituted with alkyl of 1 to 5 carbon atoms, Z is STR2 R2 is selected from the group consisting of hydrogen, an amino acid and a peptide of 2 to 4 amino acids, R4 is selected from the group consisting of hydroxy, alkoxy 1 to 5 carbon atoms and an amino acid optionally substituted on the amine with alkyl of 1 to 5 carbon atoms, U is selected from the group consisting of STR3 --CH=CH--CH2 -- (E or Z isomer), --CH2 --CH=CH-- (E or Z isomer) and STR4 or U and Y together are =CH--CH2 --CH2 -- (E or Z isomer) and X is hydrogen and their salts with non-toxic, pharmaceutically acceptable acid or bases having immunomodulatory properties.

Glutamic acid derivatives

All isomeric forms and mixtures of isomers of glutamic acid compounds of the formula STR1 wherein the glutamic acid of D- or L- configuration, R1 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, an amino acid, a peptide of 2 to 4 amino acids and an amino acid or a peptide of 2 to 4 amino acids in which the amine is esterified with an optionally unsaturated aliphatic carboxylic acid of 6 to 24 carbon atoms or R1 is selected from the group consisting of a residue of a C6 -C24 optionally unsaturated aliphatic acid, R5 is selected from the group consisting of hydrogen or an alkyl radical of 1 to 5 carbon atoms, R3 is selected from the group consisting of hydroxy, alkoxy of 1 to 5 carbon atoms, an amino acid with the amine optionally substituted with alkyl of 1 to 5 carbon atoms, Z is STR2 R2 is selected from the group consisting of hydrogen, an amino acid and a peptide of 2 to 4 amino acids, R4 is selected from the group consisting of hydroxy, alkoxy 1 to 5 carbon atoms and an amino acid optionally substituted on the amine with alkyl of 1 to 5 carbon atoms, U is selected from the group consisting of STR3 --CH=CH--CH2 -- (E or Z isomer), --CH2 --CH=CH-- (E or Z isomer) and STR4 or U and Y together are =CH--CH2 --CH2 -- (E or Z isomer) and X is hydrogen or U and X together are =CH--CH2 --CH2 -- (E or Z isomer) and Y is hydrogen and their salts with non-toxic, pharmaceutically acceptable acid or bases having immunomodulatory properties.

Synthesis of amino acids diazoketones

A study of carboxylic acid -> diazoketone conversion was pursued employing the γ-carboxyl group of otherwise protected L-glutamic acids.The Arndt-Eistert route employing carboxylic acid chloride intermediates was found best (52percent yield,5b), performed

A TOTAL SYNTHESIS OF LEUKOTRIENE F4 (LTF4)

The synthesis of LTF4 via the reaction of (+/-)-leukotriene A4(LTA4), methyl ester 1 with the protected glutamylcysteine 2 is reported.