81536-08-5Relevant academic research and scientific papers
Old and New Alkaloids from Zanthoxylum arborescens
Grina, Jonas A.,Ratcliff, Matthew R.,Stermitz, Frank R.
, p. 2648 - 2651 (1982)
The new alkaloids (2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine, 8-hydroxy-4,7-dimethoxyfuranoquinoline, and 8-isopentenyloxy-4,7-dimethoxyfuranoquinoline were isolated from Zanthoxylum arborescens (Rutaceae).The β-D-glucopyranoside of hordenine (previously
Preventing Candida albicans biofilm formation using aromatic-rich piperazines
Simon, Ga?lle,Bérubé, Christopher,Paquet-C?té, Pierre-Alexandre,Grenier, Daniel,Voyer, Normand
, (2020/10/23)
The global increase in microbial resistance is an imminent threat to public health. Effective treatment of infectious diseases now requires new antimicrobial therapies. We report herein the discovery of aromatic-rich piperazines that inhibit biofilm forma
Ir-Catalyzed Double Asymmetric Hydrogenation of 3,6-Dialkylidene-2,5-diketopiperazines for Enantioselective Synthesis of Cyclic Dipeptides
Ge, Yao,Han, Zhaobin,Wang, Zheng,Ding, Kuiling
supporting information, p. 8981 - 8988 (2019/06/13)
An Ir/spiro[4,4]-1,6-nonadiene-based phosphine-oxazoline ligand (SpinPHOX) complex-catalyzed double asymmetric hydrogenation of 3,6-dialkylidene-1,4-dimethylpiperazine-2,5-diones has been developed, providing efficient and practical access to a wide varie
Novel chiral N,N′-dimethyl-1,4-piperazines with metal binding abilities
Bérubé, Christopher,Cardinal, Sébastien,Boudreault, Pierre-Luc,Barbeau, Xavier,Delcey, Nicolas,Giguère, Martin,Gleeton, Dave,Voyer, Normand
, p. 8077 - 8084 (2015/12/30)
With the objective of developing novel chiral ligands, we report an efficient strategy to prepare chiral N,N-dimethyl-1,4-piperazines, six-member heterocyclic molecules that possess metal binding features. We prepared and characterized 18 piperazines, and evaluated their ability to complex different mono- and divalent metals, using a rapid picrate extraction technique. Some newly prepared diamine ligands were used in diethylzinc alkylation of aryl aldehydes. Yields increased significantly in the presence of the diamine ligands, though enantioselectivity was low. The results demonstrate the validity of the approach for preparing and identifying useful chiral diamine ligands.
Enantioselective Henry reaction catalyzed by C2-symmetric chiral diamine-copper(II) complex
Selvakumar, Sermadurai,Sivasankaran, Dhanasekaran,Singh, Vinod K.
supporting information; experimental part, p. 3156 - 3162 (2011/02/25)
A copper(II) complex of C2-symmetric diamine has been proved to be an efficient catalyst for the enantioselective Henry reaction between nitroalkanes and various aldehydes to provide β-hydroxy nitroalkanes in high yields (up to 97%), moderate diastereoselectivities (up to 71:29) and excellent enantiomeric excesses (up to 96%). The chiral nitroaldol adduct obtained has been further converted into chiral aziridine in few steps.
ASSYMETRIC SYNTHESIS OF A PIPERAZINE ALKALOID
Takeuchi, Seiji,Ohgo, Yoshiaki,Miyoshi, Norikazu,Shin, Chun-gi,Yonezawa, Yasuchika
, p. 2073 - 2078 (2007/10/02)
A piperazine alkaloid, (2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine, was synthesized by reduction of (3S,6S)-3,6-dibenzyl-1,4-dimethyl-2,5-piperazinedione which was prepared by a catalytic asymmetric hydrogenation of the corresponding 3,6-dibenzylidene der
Organic Chemistry of L-Tyrosine. 1. General Synthesis of Chiral Piperazines from Amino Acids
Jung, Michael E.,Rohloff, John C.
, p. 4909 - 4913 (2007/10/02)
A new method for the conversion of optically active diketopiperazines (cyclo-dipeptides) into optically pure piperazines is described.Due to poor solubility of certain cyclo-dityrosine derivatives, the usual method using lithium aluminum hydride reaction was problematic, giving racemization under forcing conditions.However, the use of borane/tetrahydrofuran for this diketopiperazine to piperazine reduction proceeded well, affording high yields of optically pure materials.In this manner several mixed cyclo-dityrosine derivatives 9a-d were transformed into the piperazines 10a-d, potentially useful intermediates for the synthesis of the antibiotic alkaloids, piperazinomycin (1) and herquline (2).Finally, the naturally occuring alkaloid isolated from Zanthoxylum arborescens, 7b was prepared by this route.
(2S,5S)-2,5-DIBENZYL-1,4-DIMETHYLPIPERAZINE, A NOVEL ALKALOID FROM ZANTHOXYLUM ARBORESCENCS
Grina, Jonas A.,Stermitz, Frank R.
, p. 5257 - 5258 (2007/10/02)
The isolation and structure determination of (2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine (1), a new alkaloid biogenetically related to L-phenylalanine diketopiperazine, is described.
