利用天冬氨酸和谷氨酸的N-保护（氨酰基）苯并三唑对手性β-和γ-氨基酸衍生物进行新型合成。
Novel syntheses of chiral beta- and gamma-amino acid derivatives utilizing N-protected (aminoacyl)benzotriazoles from aspartic and glutamic acids.
作者信息
Katritzky Alan R, Tao Hui, Jiang Rong, Suzuki Kazuyuki, Kirichenko Kostyantyn
机构信息
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA.
出版信息
J Org Chem. 2007 Jan 19;72(2):407-14. doi: 10.1021/jo061667s.
PMID:17221955
Abstract
Friedel-Crafts reactions of N-protected (alpha-aminoacyl)benzotriazoles with hetero- and benzenoid- aromatics give alpha-amino ketones that can be reduced by either triethyl silane or sodium borohydride to form the corresponding beta- and gamma-amino acid derivatives. The preservation of chirality throughout this process is confirmed by chiral HPLC results.
摘要
N-保护的（α-氨基酰基）苯并三唑与杂芳族和苯系芳烃的傅-克反应生成α-氨基酮，该α-氨基酮可用三乙基硅烷或硼氢化钠还原，以形成相应的β-和γ-氨基酸衍生物。整个过程中手性的保持通过手性高效液相色谱结果得以证实。
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