(2S-Trans)-1-[bis(1-Methylethoxy)Phosphinyl]Tetrahydro-4-Hydroxy-2H-Pyrrole-2-Carboxylic Acid Diphenylphosphinyl Ester置于吡啶,盐酸,Sodium Sulfide体系中,用 二氯甲烷,水,溶剂黄146 用作溶剂,化学反应 4.61H,反应生成3-[(2S,4S)-4-巯基吡咯烷-2-羰酰胺基]苯甲酸盐酸盐 参考文献:Efficient One-Pot Synthesis Of The 2-Aminocarbonylpyrrolidin-4-Ylthio-Containing Side Chain Of The New Broad-Spectrum Carbapenem Antibiotic Ertapenem 标题:Efficient One-Pot Synthesis Of The 2-Aminocarbonylpyrrolidin-4-Ylthio-Containing Side Chain Of The New Broad-Spectrum Carbapenem Antibiotic Ertapenem 摘要:An Efficient Synthesis Of The 2-Aminocarbonylpyrrolidin-4-Ylthio Containing Side Chain Of Ertapenem (Mk-0826) Is Described. Starting Material N-(O,O-Diisopropyl Phosphoryl)-Trans-4-Hydroxy-L-Proline Is Converted In A One-Pot Process To (2S)-Cis-3-[[(4-Mercapto-2-Pyrrolidinyl)Carbonyl] Amino] Benzoic Acid Monohydrochloride In 70-75% Overall Yield Via A Series Of Six Reactions. The Development Of Each Of These Reactions And The Isolation Of The Product Is Discussed In Detail. Doi:10.1021/jo011170C
参考标题:Practical Synthesis Of The New Carbapenem Antibiotic Ertapenem Sodium 作者:J. Michael Williams,Karel M. J. Brands,Renato T. Skerlj,Ronald B. Jobson,George Marchesini,Karen M. Conrad,Brenda Pipik,Kimberly A. Savary,Fuh-Rong Tsay,Peter G. Houghton,D. Richard Sidler,Ulf-H. Dolling,Lisa M. Dimichele,Thomas J. Novak |发布日期:2005.9.1 摘要:A Practical Synthesis For The Large-Scale Production Of The New Carbapenem Antibiotic, [4R,5S,6S]-3-[[(3S,5S)-5-[[(3-Carboxyphenyl)Amino]Carbonyl]-3-Pyrrolidinyl]Thio]-6-[(1R)-1-Hydroxyethyl]-4-Methyl-7-Oxo-1-Azabicyclo[3.2.0]Hept-2-Ene-2-Carboxylic Acid Monosodium Salt (Ertapenem Sodium, 1), Has Been Developed. The Synthesis Features The Novel Use Of 1,1,3,3-Tetramethylguanidine As Base For The Low-Temperature