161659-96-7Relevant academic research and scientific papers
2-Substituted 2,3-dihydro-4H-1,3-benzoxazin-4-ones: Novel auxiliaries for stereoselective synthesis of 1-β-methylcarbapenems
Kondo,Seki,Kuroda,Yamanaka,Iwasaki
, p. 2877 - 2884 (1997)
The dihydrobenzoxazone 9e, which is easily prepared from salicylamide 11 and cyclohexanone, serves as an efficient auxiliary in the synthesis of the 1-β-methylcarbapenem key intermediate 10. The stereocontrolled Reformatsky-type reactions of the acetoxyazetidinone 2 with the carboximides 6 gave the intermediates 7 with high diastereoselectivities in high chemical yields. The auxiliary 9e also acts as a good leaving guoup in the TMSCl-promoted Dieckmann-type cyclization leading to a 1-β-methylcarbapenem skeleton. By using this auxiliary, 10 was synthesized in 58% overall yield and four steps from 2.
A carbapenem antibiotic nucleus MPP synthesis method
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Paragraph 0025; 0033; 0036, (2018/07/30)
The invention discloses a synthesis method of carbapenem mother nucleus MPP. Compared with the prior art, the synthesis method disclosed by the invention has the advantages that a synthesis route of MPP is redesigned, the synthesis efficiency is improved, reaction raw materials are relatively low in price, reaction conditions are not strict, the energy consumption and cost are relatively reduced, and meanwhile, the yield is increased to more than 62%.
