53157-63-4Relevant academic research and scientific papers
An efficient, stereocontrolled and versatile synthetic route to bicyclic partially saturated privileged scaffolds
Bond, Andrew D.,Hanby, Abigail R.,King, Thomas A.,Moss, Thomas A.,Sore, Hannah F.,Spring, David R.,Stewart, Hannah L.
, p. 6818 - 6821 (2020/07/04)
Herein, we describe the development of a simple, high yielding and stereocontrolled strategy for the synthesis of a series of triazolopiperazines and other biologically relevant fused scaffolds from optically active amino acids. This route was applied to the synthesis of 22 scaffolds containing new, previously inaccessible vectors and used to access a novel analogue of ganaplacide.
Synthesis of 5 H -Pyrrolo[3,4- b ]pyrazine-Based Peptidomimetics
Biitseva, Angelina V.,Rudenko, Igor V.,Hordiyenko, Olga V.,Omelchenko, Iryna V.,Arrault, Axelle
, p. 3733 - 3740 (2015/11/28)
A range of 5H-pyrrolo[3,4-b]pyrazine-based peptidomimetics were designed, and their efficient synthesis starting from 5-imino-5H-pyrrolo[3,4-b]pyrazin-7-amine by subsequent interaction with N-protected amino acid hydrazides and amino acid esters with N,N-carbonyldiimidazole as the coupling agent was elaborated.
Protonated N′-benzyl-N′-prolyl proline hydrazide as highly enantioselective catalyst for direct asymmetric aldol reaction
Cheng, Chuanling,Sun, Jian,Wang, Chao,Zhang, Yu,Wei, Siyu,Jiang, Fan,Wu, Yundong
, p. 215 - 217 (2008/02/07)
Protonated N′-benzyl-N′-l-prolyl-l-proline hydrazide has been developed as a highly enantioselective catalyst for the asymmetric direct aldol reaction of aromatic aldehydes with ketones. The Royal Society of Chemistry 2006.
A new procedure for preparation of carboxylic acid hydrazides
Zhang, Xini,Breslav, Michael,Grimm, Jeffrey,Guan, Kailin,Huang, Aihua,Liu, Fuqiang,Maryanoff, Cynthia A.,Palmer, David,Patel, Mitul,Qian, Yun,Shaw, Charles,Sorgi, Kirk,Stefanick, Stephen,Xu, Dawei
, p. 9471 - 9474 (2007/10/03)
The standard method for preparing carboxylic acid hydrazides is hydrazinolysis of esters in alcoholic solutions. However, when applied to α,β-unsaturated esters, the main product typically is the pyrazolidinone resulting from an undesired Michael-type cyclization. Other alternative methodologies reported for direct preparation of hydrazides from acids are inefficient. We developed an efficient and general process, involving preforming activated esters and/or amides followed by reaction with hydrazine, for the preparation of hydrazides including those of α,β-unsaturated acids. This process gives the desired hydrazides in excellent yield and purity under mild conditions.
