112127-59-0

Upstream product

• 5672-83-3 Z-L-GluOMe 
• 543-27-1 isobutyl chloroformate 

Downstream Products

• 141406-83-9 methyl (2S)-2-[N-(benzyloxycarbonyl)amino]-5-(hydroxy)pentanoate 
• 197223-64-6 dimethyl N-[N-(benzyloxycarbonyl)-L-γ-glutamyl]-glycinate 
• 15149-59-4 diethyl N-[α-methyl N-(benzyloxycarbonyl)-L-γ-glutamyl]-L-glutamate 
• 277758-35-7 ethyl 4-[α-methyl N-(benzyloxycarbonyl)-L-γ-glutamyl]aminobutyrate 
• 174488-04-1 methyl (2S)-2-{N-[α-methyl-N-(benzyloxycarbonyl)-L-γ-glutamyl]amino}-4-(1-methoxycarbonylmethyltetrazol-5-yl)butyrate 
• 874535-20-3 (2S)-2-benzyloxycarbonylamino-6-methyl-heptanedioic acid dimethyl ester 
• 874534-85-7 dimethyl (2S)-N-benzyloxycarbonyl-2-amino-6-methylhept-6-ene-dioate 
• 874534-90-4 (2S)-2-benzyloxycarbonylamino-6-methylene-heptanedioic acid 1-methyl ester 
• 874535-03-2 (2S)-2-benzyloxycarbonylamino-6-methylene-heptanedioic acid 
• 874534-92-6 (2S)-2-benzyloxycarbonylamino-5-[(1R,7R)-7-methyl-2,11-dioxo-4,5,7,15-tetrahydro-3,6-dioxa-8,15a,15b-triaza-naphthyl[a]cyclopropa[c]cyclodecen-1a-yl]pentanoic acid methyl ester 
• 874534-93-7 (2S)-2-benzyloxycarbonylamino-6-methylene-heptanedioic acid 7-{(2S)-2-[1-(3-amino-4-oxo-3,4-dihydroquinazolin-2-yl)ethoxy]-ethyl} ester 1-methyl ester 
• 874534-91-5 (2S)-2-benzyloxycarbonylamino-6-methylene-heptanedioic acid 7-{(2R)-2-[1-(3-amino-4-oxo-3,4-dihydroquinazolin-2-yl)ethoxy]-ethyl} ester 1-methyl ester 
• 174488-06-3 methyl (2S)-2-{N-{N-{4-[N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]benzoyl}-α-methyl-L-γ-glutamyl}amino}-4-(1-methoxycarbonylmethyltetrazol-5-yl)butyrate 
• 197223-19-1 ethyl (2S)-2-[(4S)-4-(benzyloxycarbonylamino)-4-(methoxycarbonyl)butanethioamido]-4-(ethoxycarbonyl)butyrate 

Relevant academic research and scientific papers

The stereoselective synthesis of aziridine analogues of diaminopimelic acid (DAP) and their interaction with dap epimerase

Aziridine analogues of diaminopimelic acid (DAP) have been prepared stereoselectively for the first time and evaluated as inhibitors of DAP epimerase. (2R,3S,3′S)-3-(3′-Aminopropane)aziridine-2,3′- dicarboxylate 4 was synthesised and shown to be a reversible inhibitor of DAP epimerase with an IC50 value of 2.88 mM. (2S,4S)- and (2S,4R)-2-(4-Amino-4-carboxybutyl)aziridine-2-carboxylic acid (LL-azi-DAP 14 and DL-azi-DAP 29) were made as pure diastereomers, and both were shown to be irreversible inhibitors of DAP epimerase. LL-Azi-DAP 14 selectively binds to Cys-73 of the enzyme active site whereas DL-azi-DAP 29 binds to Cys-217 via attack of sulfhydryl on the methylene of the inhibitor aziridine ring. These observations are consistent with the two base mechanism proposed for the epimerisation of LL-DAP 1 and meso-DAP 2 by DAP epimerase. The Royal Society of Chemistry 2005.

Design and synthesis of cyclopenta[g]quinazoline-based antifolates as inhibitors of thymidylate synthase and potential antitumor agents

Following the development of raltitrexed, the synthesis of nonpolyglutamatable inhibitors of TS that do not use the reduced folate carrier (RFC) for cellular entry should provide compounds which overcome mechanisms of resistance to folate-based inhibitors

Synthesis of novel quinazoline-based antifolates with modified glutamate side chains as potential inhibitors of thymidylate synthase and antitumour agents

Several novel antifolates, derivatives of 2-desamino-2-methyl-N10-propargyl-5,8-dideazafolic acid, were synthesised as inhibitors of thymidylate synthase (TS) and antitumour agents. This was accomplished by first developing routes to the key in

Facile new method for preparation of optically active protected proline

Treatment of L-N-protected 2-amino-5-bromopentanoic acid ester, which was prepared from protected L-glutamic acid, with sodium hydride in tetrahydrofuran (THF) proceeded to give the corresponding protected L-proline in high yield. On the other hand, the reaction of 2-aminobutyric acid derivative with sodium hydride gave the 1-aminocyclopropane-1-carboxylic acid derivative.