Archiv der Pharmazie p. 41 - 49 (1996)
Update date:2022-09-26
Topics:
Fleischhacker, Wilhelm
Riedl, Thomas
Voellenkle, Horst
Noe, Christian R.
Synthesis of the title compounds is described, starting from alkylation of the pyroglutaminol-acetal 4a[1] at the α-lactam position C-6 with methyl iodide. Subsequent addition of 2-cyclohexen-1-one led to diastereoselective formation of the 1,2-aldol addition product 7b/7c, which after dehydratization was aromatized with DDQ to yield the 6-methyl-6-phenyl derivative 7h, Acetal cleavage and Jones oxidation yielded 4,4-disubstituted, enantiomerically pure pyroglutamic acid 3b. X-ray analysis confirmed the assignment of the configuration of the newly created chiral centre.
View MoreJiangxi Dongxu Chemical Science & Technology Co.,Ltd
Contact:+86-791-86899381
Address:Nanchang, Jiangxi, China
Suzhou HeChuang Chemical Co.,Ltd.
Contact:+86-512-88800520
Address:No.9 Guanchao Rd,Changshu Advanced Materials Industy Park
Shanghai Hongbang Medical Technology CO.,. Ltd
Contact:13671516988 /18917636693
Address:Room1, No67 Building, Yongde Road369, Wujing Town, Minhang Districy, Shanghai CIty, China.
GUANGDONG RUNHUA CHEMISTRY CO., LTD.,
Contact:+86-020-87568805
Address:No.7 Jinnan 2nd Road, Fine Chemical Industry Base, Qinghua Park, Donghuazhen, Qingyuan City, Guangdong
Shanghai Dano Pharmaceutical Co.,Ld.(expird)
Contact:+86-592-6266840
Address:Building 1 Room 512, 720 Cailun Rd, Zhangjiang High-Tech Park, Shanghai 201203, China
Doi:10.1039/a902938i
(1999)Doi:10.1016/j.tetlet.2009.12.075
(2010)Doi:10.1016/j.tetasy.2006.11.020
(2006)Doi:10.1021/jo9518415
(1996)Doi:10.3390/molecules21081057
(2016)Doi:10.1021/jo952127q
(1996)
