一种新型噁唑烷酮类抗生素的合成  

Synthesis of A Novel Oxazolidinone Antibiotic

作　　者：赵胜贤 厉昆 胡红华 李啸风 任党培 金晓鲁 陈治 ZHAO Sheng-xian LI Kun HU Hong-hua LI Xiao-feng REN Dang-pei JIN Xiao-lu CHEN Zhi(Zhejiang Apeloa Tosopo Pharmaceutical Co. , Ltd. , Dongyang 322118, China Yosemade Pharmaceutical Co. , Ltd. , Jinhua 321025, China)

机构地区：[1]浙江普洛得邦制药有限公司,浙江东阳322118 [2]优胜美特制药有限公司,浙江金华321025

出　　处：《合成化学》2017年第3期265-269,共5页Chinese Journal of Synthetic Chemistry

摘　　要：以2,4-二溴吡啶为原料,经Weinreb酰胺酰化、Noyori不对称氢转移反应、脱Boc保护基、环化、Suzuki偶联、磷酸单酯化及成盐共七步反应制得一种新型噁唑烷酮类抗生素【【(3R,3aS)-7-{6-[(S)3-甲基-2-噁唑烷酮-5-基]吡啶-3-基}-1-氧-1,3,3a,4-四氢苯并[b]噁唑[3,4-d][1,4]噁嗪-3-基】甲基】磷酸单酯二钠盐,其结构经~1H NMR,^(13)C NMR和HR-MS(ESI)确征,总收率7%,纯度99.7%。A novel oxazolidinone antibiotic,disodium 【【（3R,3a S）-7-{ 6-[（S） 3-methyl-2-oxazolidino-5-yl]pyridin-3-yl}-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl】methyl】phpsphate,was synthesized by seven-step reactions from 2,4-dibromopyridine,via acylation by Weinreb amide,Noyori asymmetric transfer hydrogenation,removal of Boc protecting group,cyclization,Suzuki coupling, mono-phosphate esterfication and salification. The structure was confirmed by ^1H NMR,^13C NMR and HR-MS（ESI）. The overall yield and purity were 7% and 99. 7%,respectively.

关 键 词：2 4-二溴吡啶 磷酸单酯 噁唑烷酮 抗生素 药物合成 

分 类 号：O626[理学—有机化学] R914.5[理学—化学]