134936-20-2Relevant academic research and scientific papers
Highly Enantioselective Synthesis of syn-β-Hydroxy α-Dibenzylamino Esters via DKR Asymmetric Transfer Hydrogenation and Gram-Scale Preparation of Droxidopa
Sun, Guodong,Zhou, Zihong,Luo, Zhonghua,Wang, Hailong,Chen, Lei,Xu, Yongbo,Li, Shun,Jian, Weilin,Zeng, Jiebin,Hu, Benquan,Han, Xiaodong,Lin, Yicao,Wang, Zhongqing
supporting information, p. 4339 - 4342 (2017/08/23)
A highly efficient preparation of enantiomerically pure syn aryl β-hydroxy α-dibenzylamino esters is reported. The outcome was achieved via dynamic kinetic resolution and asymmetric transfer hydrogenation of aryl α-dibenzylamino β-keto esters. The desired products were obtained in high yields (up to 98%) with excellent diastereoselectivity (>20:1 dr) and enantioselectivity (up to >99% ee). Furthermore, this method was applied for the gram-scale preparation of droxidopa.
Synthesis of serine analogues to be used as modified phospho acceptor sites in substrates of protein kinase C
Broxterman, H. J. G.,Liskamp, R. M. J.
, p. 46 - 52 (2007/10/02)
Serine and threonine analogues (compounds 2-6) are readily accessible by reaction of the anion of N,N-dibenzylglycine ethyl ester (1) with an appropriate carbonyl compound.These analogues will be incorporated into Protein Kinase C (PKC) substrates.The serine aldehyde derivative 7 was used for the preparation of the corresponding diethyl acetal 9.This compound was the starting material in the synthesis of the suicide precursor 8, featuring a reductive amination leading to 12 and a Lewis-acid-catalysed cyclization giving 8.
