专利号:US-7452990-B2 优先权日:2002-12-26 标题 :Intermediates for synthesis of cephalosporins and process for preparation of such intermediates 发明人:DATTA DEBASHISH; DANTU MURALIKRISHNA; MISHRA BRIJKISHORE; SHARMA POLLEPEDDI LAKSHMI NARAYANA 权利人:LUPIN LTD 摘要:A novel 4-halo-2-oxyimino-3-oxo butyric acid-N,N-dimethyl formiminium chloride chlorosulfate of formula (I) useful in the preparation of cephalosporin antibiotics n nwhereinn n X is chlorine or bromine; R is hydrogen, C 1-4 alkyl group, an easily removable hydroxyl protective group, —CH 2 COOR 5 , or —C(CH 3 ) 2 COOR 5 , wherein R 5 is hydrogen or an easily hydrolysable ester group. The compound of formula (I) is prepared by reacting 4-halo-2-oxyimino-3-oxobutyric acid of formula (IV 1 ), n nwherein X, R and R 5 are as defined above, with N,N-dimethylformiminium chloride chlorosulphate of formula (VII)n n nin an organic solvent at a temperature ranging from −30° C. to −15° C. The cephalosporins that may be prepared from the intermediate include cefdinir, cefditoren pivoxil, cefepime, cefetamet pivoxil, cefixime, cefmenoxime, cefodizime, cefoselis, cefotaxime, cefpirome, cefpodoxime proxetil, cefquinome, ceftazidime, cefteram pivoxil, ceftiofur, ceftizoxime, ceftriaxone and cefuzonam.
专利号:US-2006135761-A1 优先权日:2002-12-26 标 题 :Novel intermediates for synthesis of cephalosporins and process for preparation of such intermediates
专利号:WO-2004058695-A1 优先权日:2002-12-26 标 题 :Novel intermediates for synthesis of cephalosporins and process for preparation of such intermediates
专利号:EP-1575913-A1 优先权日:2002-12-26 标 题:Novel intermediates for synthesis of cephalosporins and process for preparation of such intermediates
1: Yue Y, Wang J, Zhao Y, Li S, Han J, Zhang Y, Zhang Q, Han F. Impurity profiling of Cefteram pivoxil based on Fourier transform ion cyclotron resonance MS. J Pharm Biomed Anal. 2020 Nov 30;191:113591. doi: 10.1016/j.jpba.2020.113591. Epub 2020 Aug 29. 14:1599-1604. doi: 10.2147/TCRM.S168696. 3: Hosaka S, Okamura Y, Tokunaga Y. Preparation of Fine Particles with Improved Solubility Using a Complex Fluidized-Bed Granulator Equipped with a Particle- Sizing Mechanism. Chem Pharm Bull (Tokyo). 2016;64(6):644-9. doi: 10.1248/cpb.c15-00640. Working Group of Total Anti- biogram Study Group; Research Laboratories; Development Division; Toyama Chemical Co Ltd. [Sensitivity surveillance of Streptococcus pneumoniae isolates for several antibacterial agents in Gifu and Aichi prefectures (2011-2012)]. Jpn J Antibiot. 2015 Aug;68(4):225-42. Japanese. 21(4):277-83. doi: 10.1016/j.jiac.2014.12.006. Epub 2014 Dec 26. 66(5):265-82. Japanese. Working Group of Tokai Anti-biogram Study Group. [Antibacterial susceptibility surveillance of Haemophilus influenzae isolated from pediatric patients in Gifu and Aichi prefectures (2009-2010)]. Jpn J Antibiot. 2012 Oct;65(5):305-21. Japanese. Research Laboratories; Toyama Chemical Co., Ltd; Working Group of Tokai Anti-biogram Study Group. [Sensitivity surveillance of Streptococcus pneumoniae isolates for several antibacterial agents in Gifu and Aichi prefecture (2008-2009)]. Jpn J Antibiot. 2012 Feb;65(1):1-14. Japanese. 3(2):132-4. doi: 10.4168/aair.2011.3.2.132. Epub 2011 Feb 14.
合成参考文献
摘要:S6 | ITNANTIBIOTIC | Antibiotic List from the ITN MSCA ANSWER | DOI:10.5281/zenodo.2621956