Synthesis of N-(Pyrrole-2-carbonyl)-amino Acid Methyl Esters

Chinese Journal of Organic Chemistry ›› 2004, Vol. 24 ›› Issue (7): 802-805. Previous Articles Next Articles

N-(2-吡咯甲酰基)氨基酸甲酯的合成

曾向潮^a,b, 徐石海^b, 李毅群^b, 施文兵^a, 邓芹英^*,a

^a中山大学化学与化学工程学院广州 510275
^b暨南大学化学系广州 510632

收稿日期:2003-12-23 修回日期:2004-03-18 接受日期:2004-04-28 发布日期:2022-09-20
通讯作者: ^*E-mail: ceslgk@zsu.edu.cn
基金资助:
国家863青年基金(No. 2001AA628100)和广东省自然科学基金(No. 31920)资助项目.

Synthesis of N-(Pyrrole-2-carbonyl)-amino Acid Methyl Esters

ZENG, Xiang-Chao^a,b, XU, Shi-Hai^b, LI, Yi-Qun^b, SHI, Wen-Bing^a, DENG, Qin-Ying^*,a

^a School of Chemistry and Chemical Engineering, Sun Yat-sen University,Guangzhou 510275
^b Department of Chemistry, Jinan University, Guangzhou 510632

Received:2003-12-23 Revised:2004-03-18 Accepted:2004-04-28 Published:2022-09-20

Abstract

A series of N-(pyrrole-2-carbonyl)-amino acid methylesters were synthesized by acylation of amino acid methyl esters with 2-(trichloroacetyl)pyrroles, without using pyrrole-2-carbonyl chloride as an acylatingagent, at room temperature in 80.3%～95.6% yields. And the structures of products were determined on the basis of ¹H NMR, IR, MS and elementalanalyses.

Key words: N-(pyrrole-2-carbonyl)-amino acid methyl ester, 2-(trichloroacetyl)pyrrole, amino acid methyl ester, acylation

Cite this article

ZENG, Xiang-Chao, XU, Shi-Hai, LI, Yi-Qun, SHI, Wen-Bing, DENG, Qin-Ying. Synthesis of N-(Pyrrole-2-carbonyl)-amino Acid Methyl Esters[J]. Chinese Journal of Organic Chemistry, 2004, 24(7): 802-805.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Hongyu Hou, Yuanyuan Cheng, Bin Chen, Chenho Tung, Lizhu Wu. α-Acylation of Olefins via Photocatalysis [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1012-1022.
[2]	Yanyan Zhang, Zhuzhu Zhang, Shengqing Zhu, Lingling Chu. Recent Advances in Nickel Catalyzed Asymmetric Acylation Reactions [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1023-1035.
[3]	Yunpeng Qi, Dengkai Lin, Liang-An Chen. Research Progress on Reductive Acylation with Acyl-Ni as a Key Intermediate to Synthesize Ketones [J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3861-3875.
[4]	Haojie Ma, Fengyuan Zhou, Fanwen Su, Bo Han, Ran Li, Yuqi Zhang, Jijiang Wang. Iodine-Promoted Transamidation of N,N-Dimethylacetamide (DMA) with Amines [J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3960-3965.
[5]	Qun Han, Kun Xu, Faning Tian, Shengyang Huang, Chengchu Zeng. A Practical Transamidation Strategy for the N-Deacylation of Amides [J]. Chinese Journal of Organic Chemistry, 2022, 42(4): 1123-1128.
[6]	Jing Fang, Qingqiang Min, Haitao Qin, Feng Liu. Intermolecular Acylation with Acylphosphonates as Alkyl Radical Receptor under Metal-Free Conditions [J]. Chinese Journal of Organic Chemistry, 2022, 42(12): 4332-4339.
[7]	Yechun Wu, Jintao Yu. Recent Advances in the Decarboxylative Acylation/Cyclization of α-Keto Acids [J]. Chinese Journal of Organic Chemistry, 2022, 42(11): 3606-3619.
[8]	Haorui Wang, Mengchun Ye. Research Advance on Enantioselective Transition Metal-Catalyzed Hydroacylation Reactions [J]. Chinese Journal of Organic Chemistry, 2022, 42(10): 3152-3166.
[9]	Kunchen Xie, Mingxuan Jiang, Xiaolan Chen, Qiyan Lü, Bing Yu. Application of α-Keto Acids in Metal-Free Photocatalysis [J]. Chinese Journal of Organic Chemistry, 2021, 41(12): 4575-4587.
[10]	Hongyu Wu, Xianyong Yu, Zhong Cao. Electrochemical Multicomponent Synthesis of α-Ketoamides from α-Oxocarboxylic Acids, Isocyanides and Water [J]. Chinese Journal of Organic Chemistry, 2021, 41(12): 4712-4717.
[11]	Tang Liang, Li Xuewei, Xie Fang, Zhang Wanbin. Catalytic Kinetic Resolution of Amines and Their Derivatives by Non-acylation Reaction [J]. Chinese Journal of Organic Chemistry, 2020, 40(3): 575-588.
[12]	Dai Xiaoqiang, Zhu Yabo, Wang Zhouyang, Weng Jianquan. Progress in 2-Position Functionalized Synthesis of 2-Substitutedbenzothiazoles [J]. Chin. J. Org. Chem., 2017, 37(8): 1924-1938.
[13]	Chen Xuebing, Bai Hairui, Huang Chao. Concise Synthesis of Quinolinone Derivatives [J]. Chin. J. Org. Chem., 2017, 37(4): 881-888.
[14]	Luo Dayun, Cui Shisheng, Hu Xingmei, Lin Jun, Yan Shengjiao. Synthesis of Amide Class Heterocyclic Ketene Aminals [J]. Chin. J. Org. Chem., 2017, 37(1): 166-175.
[15]	Yu Fengli, Lu Yuqian, Yuan Bing, Xie Congxia, Yu Shitao. Nucleophilic Acylation of 4-Fluoronitrobenzene with Benzaldehyde Catalyzed by N-Heterocyclic Carbene [J]. Chin. J. Org. Chem., 2015, 35(10): 2223-2228.

N-(2-吡咯甲酰基)氨基酸甲酯的合成

Synthesis of N-(Pyrrole-2-carbonyl)-amino Acid Methyl Esters

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments