77917-07-8

Upstream product

• 1034-11-3 N,N'-dibenzylpiperazine 
• 100-39-0 benzyl bromide 
• 1074-42-6 1-benzylaziridine 
• 63352-56-7 1-benzylpiperazine-2,3-dione 
• 32705-80-9 1,4-dibenzylpiperazin-2-one 
• 100-46-9 benzylamine 
• 74518-47-1 l'ester methylique de l'acide N benzylhydroxamique 
• 321860-04-2 N-benzyl-N-(2-oxo-ethyl)-oxalamic acid methyl ester 

Downstream Products

• 63352-56-7 1-benzylpiperazine-2,3-dione 
• 77917-10-3 1,4-bis<4-(2-pyrimidinylamino)benzyl>-2,3-dioxopiperazine 
• 77917-09-0 1,4-bis(4-aminobenzyl)-2,3-dioxopiperazine 
• 77917-08-9 1,4-bis(4-nitrobenzyl)-2,3-dioxopiperazine 

Relevant academic research and scientific papers

Selective, Catalytic, and Dual C(sp3)-H Oxidation of Piperazines and Morpholines under Transition-Metal-Free Conditions

By using cheap and innocuous reagents, such as NaClO2, NaOCl, and catalytic amounts of TEMPO, a new environmentally friendly protocol for the selective and catalytic TEMPO C(sp3)-H oxidation of piperazines and morpholines to 2,3-diketopiperazines (2,3-DKP) and 3-morpholinones (3-MPs), respectively, has been developed. This novel direct access to 2,3-DKP from piperazines provides significant advantages over the traditional N-monoacylation/intramolecular C-N cyclization procedure. Additionally, by modulating the amounts of TEMPO, 2-alkoxyamino-3-morpholinone can be prepared from morpholine derivatives, which would enable further functionalization at the C2 position of the morpholine skeleton.

RuO4-mediated oxidation of N-benzylated tertiary amines. Four- And three-membered azacycloalkanes as substrates

Similarly to N-benzylpiperidine and -pyrrolidine, N-benzylazetidine underwent RuO4-catalyzed oxidation by attack at both types of N-methylene C-H bonds: Endocyclic and exocyclic (benzylic). If the reaction is performed in the presence of cyanide, α-aminon

Piperazines as model substrate for oxidations

Piperazine derivatives when being oxidized by mercury-EDTA behave unusually. Due to the reactive cyclic enediamine intermediates as aza-analogous reductones and to the carbonyl compounds resulting from dehydrogenation in the side chain, there exists a high tendency of polymerization. 1-Benzylpiperazines 5a-d generate the piperazine-2,3-diones 8a-d in medium yields. From 1-benzhydrylpiperazine 11 results a mixture of piperazine-2,3-dione 12 and piperazine-3-on 13. The 1,4-bis-substituted piperazines react more differently because of the symmetry and the preferred direction of the dehydrogenation into the cycle. Thus, from 15 and 19 the diones 16 and 20, respectively, were available in very good yields. A mechanism for the reactions is proposed.

ASPARTYL PROTEASE INHIBITORS

The present invention provides compounds having formula (I): wherein R’, R0, R1, X1, R2, R3, R3’, X2, X3, and R4 are as defined herein, and pharmaceuticals compositions thereof. The present invention also provides methods of inhibiting proteases, more specially aspartyl proteases. In certain embodiments, compounds inhibit BACE (β-site APP-cleaving enzyme), and thus are useful in the treatment or prevention of a disease characterized by β-amyloid deposits in the brain (including, but not limited to, Alzheimer’s Disease). The present invention also provides methods for preparing compounds of the invention.

Efficient synthesis of unsymmetrical 1,4-disubstituted-2,3-diketopiperazines via tandem reductive amination-cyclization

Herein we report the efficient syntheses of 1,4-disubstituted-2,3-diketopiperazines and 1,4,5-trisubstituted-2,3-diketopiperazines, which feature a tandem reductive amination and acylation. Aliphatic and aromatic primary amines serve as viable nucleophiles under the mild reaction conditions. (C) 2000 Elsevier Science Ltd.

Selective oxidation of piperazine derivatives with ruthenium tetroxide

Diacetyl and dibenzyl piperazine were oxidized by RuO4, in order to investigate the regioselective behaviour of the reaction on piperazine substrata for the preparation of oxidized derivatives with remarkable biological activities and, in addition, as useful synthetic procedures for the identification of the metabolites of drugs. Cyclic monocarbonyl derivatives were never isolated and the two adjacent methylene groups are preferentially oxidized.