专利号:US-4895939-A 优先权日:1986-02-24 标题:High percentage β-yield synthesis of carbapenem intermediates 发明人:MARTEL ALAIN; DARIS JEAN-PAUL; CORBEIL JACQUES 权利人:BRISTOL MYERS CO 摘要:Disclosed herein is a novel high beta -yield producing novel intermediates of the formula where R4 is useful in the synthesis of 1- beta -alkyl carbapenems.
专利号:US-4772683-A 优先权日:1986-02-24 标 题:High percentage beta-yield synthesis of carbapenem intermediates 发明人:MARTEL ALAIN; DARIS JEAN-PAUL; CORBEIL JACQUES 权利人:BRISTOL MYERS CO 摘要:Disclosed herein is a novel process using novel silyl enol ether intermediates of the formula 8 to generate novel azetidione thiolester intermediates of the formula 12 which can be used to form 1- beta -alkyl carbapenem antibiotics. It has now been discovered that if the R4 group is selected from a small group of moieties having the formula: an increased beta -yield of up to approximately 100% can be obtained.
专利号:US-4841043-A 优先权日:1985-12-23 标 题:Stereoselective synthesis of 1-β-alkyl carbapenem antibiotic intermediates 发明人:DEZIEL ROBERT; ENDO MASAKI 权利人:BRISTOL MYERS CO 摘要:There is disclosed a process for producing carbapenam diazo intermediates of the formula ##STR1## wherein R 1 is hydrogen or a hydroxy-protecting group, n R 2 is a lower alkyl having from 1-6 carbon atoms, and n R 3 represents a conventional carboxyl-protecting group. n The processs comprises alkylating a 4-substituted azetidinone with the tin enolate of an α-bromoketone, in the presence of a silver salt, iodine, or iodine salt as a catalyst, and a strongly polar solvent. The β/α yield of the product diazo intermediate is approximately 3/1.
专利号:US-5231179-A 优先权日:1986-01-27 标题 :Heterocyclic compounds and their production 发明人:TERASHIMA SHIRO; ITO YOSHIO; KAWABATA TAKEO; SAKAI KUNIKAZU; HIYAMA TAMEJIRO; KIMURA YOSHIKAZU; SUNAGAWA MAKOTO; TAMOTO KATSUMI; SASAKI AKIRA 权利人:SUMITOMO PHARMA 摘要:A compound of the formula: (I) wherein R1, R2, R3 and R4 are each a hydrogen atom, a lower alkyl group, an ar(lower)alkyl group or an aryl group, or R1 and R2 may be combined together to form a lower alkylene group and/or R3 and R4 are combined together to form a lower alkylene group, or R1, R2, R3 and R4 may be combined together to form an o-phenylene group, X is a halogen atom and Y is an oxygen atom or a nitrogen atom substituted with lower alkyl or aryl, which is useful as an intermediate in the synthesis of 1 beta -methylcarbapenem compounds valuable as antibiotics.
专利号:CN-101367830-B 优先权日:2008-09-28 标题 :Synthesis of sulfomycin derivant
专利号:CN-101367830-A 优先权日:2008-09-28 标 题:Synthesis of sulfomycin derivant
参考标题:2,3-Dihydro-4H-1,3-Oxazin-4-Ones, Novel Auxiliaries For The Stereoselective Synthesis Of 1β-Methylcarbapenems 作者:Do K. Pyun,Won J. Jeong,Hee J. Jung,Jae H. Kim,Jin S. Lee,Cheol H. Lee,Bong J. Kim 摘要:As Efficient Auxiliaries For The Stereoselective Synthesis Of β-Methylcarbapenem Intermediate 2. Reformatsky-Type Reactions Of 4-Acetoxyazetidinone With α-Bromopropionyl Dihydrooxazinone 10 Provided β-Methylazetidinones 4 In High Diastereoselectivities. The Auxiliaries 9 Were Also Easily Removed In The Dieckmann Cyclization Leading To β-Methylcarbapenem Skeletons. Practical Synthesis Of β-Methylenolphosphates
合成参考文献
摘要:Yoshimatsu, M., Science of Synthesis Knowledge Updates, (2016) 2, 389. 摘要:Ipaktschi, J.; Saidi, M. R., Science of Synthesis Knowledge Updates, (2012) 4, 366. 摘要:Kleemann A., Kutscher B., Reichert D., Bossart M., Pharmaceutical Substances, Thieme [Online], Stuttgart, (2026).