Novel synthetic route of a pivotal intermediate for the synthesis of 1 beta-methyl carbapenem antibiotics

	Novel synthetic route of a pivotal intermediate for the synthesis of 1 beta-methyl carbapenem antibiotics
	YuO, Y ; Zhou, WC ; Zhang, J ; Zhang, M ; Xu, DY ; Tang, Y ; Li, BG ; Yu, XQ
刊名	ORGANIC PROCESS RESEARCH & DEVELOPMENT
	2006
卷号	10 期号:4 页码:829_832
ISSN号	1083-6160
通讯作者	Yu, XQ, Chengdu Di Ao Pharmaceut Co, Chengdu 610041, Sichuan, Peoples R China.
产权排序	3
中文摘要	A novel synthetic method using an original and practical procedure for the preparation of the N-PNZ protected 2-aminomethylpyrrolidin-4-ylthio-containing side chain of doripenem hydrate (S-4661), a new parenteral 1 beta-methylcarbapenem antibiotic, is described. trans-4-Hydroxy-L-proline was converted through an efficient process to (2S,4S)-4-acetylthio-2-(N- sulfamoyl-4-nitro-benzyloxycarbonyl-aminomethyl)-1-(4-nitrobenzyloxycarb onyl) pyrrolidine with 60-70% overall yield via a two-step sequence. This procedure requires no chromatographic purifications, no cryogenic temperatures, no haloalkane solvent, and shorter operating times and avoids the side reaction brought by acid hydrolysis. Furthermore, the product was obtained as a crystal rather than an oil, which made it to be an advantage for quantization in the pilot-scale manufacture. Several kilograms of the side chain were prepared by using this method.
学科主题	Chemistry, Applied; Chemistry, Organic
收录类别	SCI
语种	英语
WOS记录号	WOS:000239167500020
公开日期	2011-07-08
内容类型	期刊论文
源URL	[http://210.75.237.14/handle/351003/17817]
专题	成都生物研究所_天然产物研究
推荐引用方式 GB/T 7714	YuO, Y,Zhou, WC,Zhang, J,et al. Novel synthetic route of a pivotal intermediate for the synthesis of 1 beta-methyl carbapenem antibiotics[J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT,2006,10(4):829_832.
APA	YuO, Y.,Zhou, WC.,Zhang, J.,Zhang, M.,Xu, DY.,...&Yu, XQ.(2006).Novel synthetic route of a pivotal intermediate for the synthesis of 1 beta-methyl carbapenem antibiotics.ORGANIC PROCESS RESEARCH & DEVELOPMENT,10(4),829_832.
MLA	YuO, Y,et al."Novel synthetic route of a pivotal intermediate for the synthesis of 1 beta-methyl carbapenem antibiotics".ORGANIC PROCESS RESEARCH & DEVELOPMENT 10.4(2006):829_832.