三甘醇取代的4-（-甲基--叔丁氧羰基氨基）苯乙烯基吡啶的改进合成法

An Improved Synthesis of the Triethylene Glycol-Substituted 4-(-Methyl--Boc-Amino)Styrylpyridine.

作者信息

Jia Jianhua, Wei Huiqiang, Duan Yuqing, Ning Hongxin, Yu Jiang, Zhu Yuan, Hou Wenbin, Li Yiliang

机构信息

Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, People's Republic of China.

Tianjin Key Laboratory of Radiation Medicine and Molecular Nuclear Medicine, Institute of Radiation Medicine, Peking Union Medical College & Chinese Academy of Medical Sciences, Tianjin 300192, People's Republic of China.

出版信息

ACS Omega. 2020 Jul 30;5(31):19446-19452. doi: 10.1021/acsomega.0c01244. eCollection 2020 Aug 11.

DOI:10.1021/acsomega.0c01244

PMID:32803038

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7424578/

Abstract

An improved five-step synthesis of triethylene glycol-substituted 4-(-methyl--Boc-amino)styrylpyridine () is described. Using cost-effective starting materials, the developed synthesis route was synthetic, efficient, and chromatographic purification-free. The key point of the work is the one-pot synthesis of -butyl methyl(4-vinylphenyl)carbamate through methylation and elimination in the NaH/THF system. The new synthesis route shows the potential to achieve scaled-up preparation of in the future.

摘要

描述了一种改进的五步合成三甘醇取代的4-（-甲基--叔丁氧羰基氨基）苯乙烯基吡啶（）的方法。使用具有成本效益的起始原料，所开发的合成路线具有合成性、高效性且无需色谱纯化。该工作的关键点是在NaH/THF体系中通过甲基化和消除反应一锅合成丁基甲基（4-乙烯基苯基）氨基甲酸酯。新的合成路线显示了未来实现规模化制备的潜力。