1004-98-4

Upstream product

• 52321-01-4 diethyl 2,5-diphthalimidoadipate 
• 84245-58-9 2-Benzyloxycarbonylamino-N-((S)-2-oxo-tetrahydro-furan-3-yl)-malonamic acid tert-butyl ester 
• 84245-59-0 (S)-5-(2-Hydroxy-ethyl)-3,6-dioxo-piperazine-2-carboxylic acid tert-butyl ester 
• 84245-60-3 (1S,4S)-3,6-Dioxo-2,5-diaza-bicyclo[2.2.2]octane-1-carboxylic acid tert-butyl ester 
• 54221-38-4 (2R,5S)-2,5-diazidohexanedioic acid diethyl ester 
• 54221-37-3 diethyl meso-2,5-dibromoadipate 
• 869-10-3 diethyl 2,5-dibromoadipate 
• 915976-48-6 ethyl 5-amino-6-oxopiperidine-2-carboxylate 
• 1069-28-9 dimethyl 2,5-diaminohexanedioate dihydrochloride 

Downstream Products

• 160320-09-2 2,5-Bis-(4-methoxy-benzyl)-2,5-diaza-bicyclo[2.2.2]octane-3,6-dione 
• 658-24-2 2,5-diazabicyclo[2.2.2]octane 
• 1076206-57-9 2-[(2,3,5-trifluorophenyl)methyl]-2,5-diazabicyclo[2.2.2]octane 
• 42155-72-6 (2R,5R)-5-Amino-6-oxo-piperidine-2-carboxylic acid 
• 84278-06-8 LL-3-amino-2-piperidone-6-carboxylic acid (LL-Acp) 
• 183318-41-4 (2S,5S)-6-Oxo-5-phenylacetylamino-piperidine-2-carboxylic acid methyl ester 
• 183318-47-0 N-((3S,6S)-6-Fluoromethyl-2-oxo-piperidin-3-yl)-2-phenyl-acetamide 
• 213686-08-9 (2S,5S)-2,5-Diamino-hexanedioic acid; hydrochloride 

Relevant academic research and scientific papers

ALPHA-UNSUBSTITUTED ARYLMETHYL PIPERAZINE PYRAZOLO[1,5-A] PYRIMIDINE AMIDE DERIVATIVES

Methods of preventing, treating or delaying the onset of HIV in a subject by administering to the subject novel pharmaceutically active arylmethyl pyrazolo[1,5-α ]pyrimidine amide derivatives, or pharmaceutical compositions containing the same are described. Additionally, compounds of novel pharmaceutically active arylmethyl piperazine pyrazolo[l,5-α]pyrimidine amide derivatives and their use for the manufacture of specific medicaments are described.

Synthesis of (2S,5S)-5-fluoromethylornithine; a potent inhibitor of ornithine aminotransferase

Only one of the four enantiomers of 5-fluoromethylornithine 1 was an irreversible inhibitor of ornithine aminotransferase. The active enantiomer la was synthesized from diaminoadipic acid 2 with a chemical diastereomeric separation and an enantiomeric res

AMINO ACID DERIVATIVES THAT STABILIZE SECONDARY STRUCTURES OF POLYPEPTIDES. I. SYNTHESIS OF LL-3-AMINO-2-PIPERIDONE-6-CARBOXYLIC ACID (LL-Acp), A NOVEL BETA-TURN-FORMING AMINO ACID

A six-step synthesis is reported of LL-3-amino-2-piperidone-6-carboxylic acid from L-homoserine lactone and the mono-t-butyl ester of N-benzyloxycarbonylaminomalonic acid.Evidence of chiral integrity is discussed.

Lithiation of Bridgehead Position in 3,6-Bridged Piperazine-2,5-diones

2,5-Dimethyl-2,5-diazabicyclooctane-3,6-dione can be lithiated at the 1,4 (bridgehead) positions with 2 equiv. of butyllithium at -78 deg C and deuterated with D2O (D0, 11.2; D1, 56.1; D2, 30.1percent).With butyllithium and methyl iodide the 1,2,5-trimethyl and 1,2,4,5-tetramethyl derivatives are obtained.Treatment of dimethyl 2,6-diaminoheptanedioate dihydrochloride with sodium methoxide in boiling butanol gives 6,8-diazabicyclononane-7,9-dione in 62percent yield.N-Methylation of this compound yields 6,8-dimethyl-6,8-diazabicyclononane-7,9-dione which can similarly be lithiated at the 1,5 (bridgehead) positions and deuterated with D2O (D0, 5.6; D1, 70.8; D2, 23.6percent).Lithiation with butyllithium and reaction with methyl iodide, benzyl iodide or bromomethyl methyl ether gives mono- and di-alkylated products at the 1,5-position.The ability to lithiate the bridgehead positions in these compounds is attributed primarily to a combination of the inductive effect of the carbonyl group and dipole stabilization by the amide nitrogen.

Diazabicyclooctanes and diazabicycloheptanes

Twelve analogs of diethylcarbamazine as prepared by acylation of 3- and 8-methyl-3,8-diazabicyclo[3.2.1]octane, 2-methyl-2,5-diazabicyclo[2.2.2]octane, and 2-methyl-2,5-diazabicyclo [2.2.1]heptane with diethylcarbamyl chloride, ethyl chloroformate, ethyl isocyanate, and cyclohexanecarbonyl chloride. These compounds are formally derived from diethylcarbamazine in possessing two- or one-carbon bridges over the piperazine ring. The compounds have utility as antifilarial agents and as bronchodilators.

Antifilarial agents. Diazabicyclooctanes and diazabicycloheptanes as bridged analogs of diethylcarbamazine

Twelve analogs of diethylcarbamazine (DEC) were prepared by acylation of 3 and 8 methyl 3,8 diazabicyclo[3.2.1]octane, 2 methyl 2,5 diazabicyclo[2.2.2]octane, and 2 methyl 2,5 diazabicyclo[2.2.1]heptane with diethylcarbamyl chloride, ethyl chloroformate, ethyl isocyanate, and cyclohexanecarbonyl chloride. These compounds are formally derived from DEC in possessing two or one carbon bridges over the piperazine ring. When evaluated against Litomosoides carinii in the gerbil, all compounds strongly suppressed blood microfilaremia levels but did not affect the adult worms. Several compounds were nearly equivalent to DEC in activity. The results are discussed in terms of molecular model studies and receptor site theory.