📜D-苏氨酸,苯甲醇置于对甲苯磺酸体系中,用 苯 作为反应溶剂,化学反应生成 D-苏氨酸苄酯
参考文献:Stereoselective Synthesis Of Natural And Non-Natural Thomsen-Nouveau Antigens And Hydrazide Derivatives
标题:Stereoselective Synthesis Of Natural And Non-Natural Thomsen-Nouveau Antigens And Hydrazide Derivatives
摘要:A Selective Glycosylation Strategy Enabling Access To All Stereochemical Combinations Of Tumor Associated Thomsen-Nouveau (Tn) Antigen,D-Galnac-O-Ser/thr,Has Been Developed. The Key Component For Selectivity Is The Phthalimide-Protected D-Or L-Amino Acid Acceptors Which Allow Access To Alpha-Or Beta-Anomers In Excellent Yields (72-96%) And Selectivity (Similar To 100%) When Appropriate C-2 Substitution Is Installed. The Glycoamino Acid Intermediates Were Divergently Converted To Tn-Based Carboxylates Or To Hydrazides By Tandem Pd-C Debenzylation Followed By Treatment With Hydrazine Hydrate Or Hydrazine Hydrate Treatment Alone.
DOI:10.1021/acs.Orglett.5B00512