AMIDES, LACTAMS, AND PEPTIDES VIA NEW TIN (II) AMIDES

通过新酰胺锡 (II) 生成酰胺、内酰胺和肽

• 批准号: 3568426
• 负责人: ERIC J ROSKAMP
• 金额: $ 9.49万
• 依托单位: NORTHWESTERN UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 1994
• 资助国家: 美国
• 起止时间: 1994-02-01 至 1996-01-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/3568426
• 关键词: amides; beta lactam antibiotic; chemical bond; chemical condensation; chemical reaction; drug design /synthesis /production; lactams; method development; peptide chemical synthesis; racemization; tin

DESCRIPTION: The broad, long-term objectives of this proposal are to develop reagents and methods for the synthesis of carbon-nitrogen bonds.The principal investigator seeks to develop new divalent tin amide reagents and then use them to create new methods for making carbon- nitrogen bonds. It is stated that the new methodologies, based on these reagents, will be directed at the preparation of compounds of biological relevance, such as beta-lactams, and peptides. New tin(II) amide reagents are to be prepared via ligand metathesis reactions and characterized to determine their compositions and states of aggregation. These new reagents are to be used to convert esters to amides. The principal investigator also intends to examine the effect ancillary ligands have on the reactivity of tin, the types of amide that can be transferred from tin, and intramolecular amide forming reactions. He is to apply the new methodologies to the preparation of beta-lactams, and peptide linkages, optimizing the yield and determining whether racemization occurs. In particular, he is to examine the fragment condensation approach to peptide synthesis on solid supports. The final amide forming reaction he is to examine involves mixed carboxy amido tin(II) compounds. It is reported that these compounds are readily prepared from Sn(N(SiMe3)2)2, an amine, and a carboxylic acid, and give amides upon warming. The principal investigator is also to apply this methodology to the preparation of amides, lactams, and peptides.

描述：该提议的广泛，长期目标是 开发合成碳氮的试剂和方法 债券。首席调查员旨在开发新的二价锡酰胺 试剂，然后使用它们来创建新方法制造碳 - 氮键。 据说，基于这些的新方法 试剂将针对生物学化合物制备 相关性，例如β-内酰胺和肽。 新的锡（II）酰胺试剂应通过配体元置制备 反应并表征以确定其组成和状态 聚合。 这些新试剂将用于将酯转换为 酰胺。 主要研究者还打算检查效果 辅助配体具有锡的反应性，锡的类型 可以从锡和分子内酰胺形成反应转移。 他应将新方法应用于β-内酰胺的准备， 和肽连接，优化产量并确定是否是否 发生种族化。 特别是他要检查碎片 在固体载体上合成肽合成的凝结方法。 他要检查的最终酰胺反应涉及混合羧基 氨基锡（II）化合物。 据报道这些化合物是 易于从sn（n（sime3）2）2，胺和羧酸中制备 并在变暖时给酰胺。 首席调查员也将 将此方法应用于酰胺，lactams和 肽。