📜Diethyl α-Acetamido,α-(3-Trifluoromethylbenzyl)Malonate置于盐酸,Sodium Hydroxide,三氟化硼乙醚,Magnesium Oxide体系中,用 1,4-二氧六环 作为反应溶剂,化学反应 3.0H,反应生成 Boc-3-(三氟甲基)-D-苯丙氨酸
参考文献:Synthesis And Biological Activity Of Some Very Hydrophobic Superagonist Analogs Of Luteinizing Hormone-Releasing Hormone
标题:Synthesis And Biological Activity Of Some Very Hydrophobic Superagonist Analogs Of Luteinizing Hormone-Releasing Hormone
摘要:The Effect Of Increased Hydrophobicity At Position 6 Of Luteinizing Hormone-Releasing Hormone (Lh-Rh) Has Been Investigated By The Incorporation Of A Series Of 15 Very Hydrophobic,Unnatural D-Amino Acids At This Position. The Unnatural Amino Acids Studied Can Be Considered Analogues Of Phenylalanine With Carbocyclic Aromatic Side Chains Consisting Of Substituted Phenyl (E.G.,2,4,6-Trimethylphenyl,P-Biphenyl) Or Polycyclic Aromatic (E.G.,Naphthalene,Anthracene) Units. When Enzymatic Resolution (Subtilisin Carlsberg) Of The Most Hydrophobic Amino Acids Failed,The Racemic Amino Acids Were Incorporated,And The Diastereomeric Lh-Rh Analogues Were Resolved By Preparative High-Performance Liquid Chromatography. The Analogues Were Synthesized By The Solid-Phase Technique. All Of The Synthetic Compounds Were Very Potent Lh-Rh Superagonists,But [6-(3-(2-Naphthyl)-D-Alanine)]Lh-Rh,[6-(3-(2-Naphthyl)-D-Alanine),7-(N Alpha-Methylleucine)]Lh-Rh And [6-(3-(2,4,6-Trimethylphenyl)-D-Alanine)]Lh-Rh Appear To Be Among The Most Potent Lh-Rh Agonist Analogues Yet Reported When Tested In A Rat Estrus Cyclicity Suppression Assay Designed To Show The Paradoxical Antifertility Effects Of These Compounds [ed50 Approximately 7 X 10(-8) G; Twice Daily In Saline]. These Analogues Are Twice As Potent As [d-Trp6,Pronhet9]Lh-Rh In This Assay System (I.E.,Approximately 200 Times The Potency Of Lh-Rh).
DOI:10.1021/jm00349A006