9-芴甲氧羰基天冬氨酸苄基酯的合成工艺研究
Study on synthesis of Fmoc-L-Asp-4-OBn
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摘要: 目的 以天冬氨酸叔丁基酯为起始化合物,设计合成新的天冬氨酸衍生物,并研究其在环肽合成中的重要作用。方法 对天冬氨酸叔丁基酯进行Fmoc保护并在其4位碳上引入苄基结构, 然后脱除1位碳上的叔丁基保护,从而合成所需的目标化合物,所得化合物结构均经MS、1H-NMR等光谱确证。结果 合成得到了9-芴甲氧羰基天冬氨酸苄基酯,总收率为61.3%。结论 合成方法具有可行性,操作简便、总收率高,目标化合物适用于环肽的合成。
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关键词:
- 9-芴甲氧羰基天冬氨酸苄基酯 /
- 天冬氨酸 /
- 合成
Abstract: Objective To design and synthetize new derivatives of aspartic acid from L-Asp-1-OtBu and to study the importance of new derivatives in the synthesis of cyclic peptide. Methods Starting from L-Asp-1-OtBu, the benzyl was introduced on the four position of the carbon, and then the tBu protecting was removed from the one position of the carbon to synthesis of the desired target compounds. Structures of these compounds were confirmed by MS, 1H-NMR.Results The Fmoc-L-Asp-4-OBn was synthetized with, yield of 61.3%. Conclusion The synthetic method is feasible, simple and with high yield for cyclic peptide synthesis.-
Key words:
- Fmoc-L-Asp-4-Obn /
- aspartic acid /
- synthesis
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[1] 印春生. 合成肽疫苗研究进展[J]. 中国兽药杂志, 2005, 39(11):29. [2] 易杨华, 李 玲, 林厚文, 等. 我国南海总合草苔虫和海绵中新的抗肿瘤活性成分的研究[J]. 第二军医大学学报,2002, 23 (3):236. [3] Peletskaya EN, Glinsky VV, Glinsky GV, et al. Characterization of peptides that bind the tumor-associated homsen-friedenreich antigen selected from bacteriophage display libraries[J]. J Mol Biol, 1997, 270:374. [4] Marshall GR. A Hierarchical Approach to Peptidomimetic Design[J]. Tetrahedron,1993, 49:3547. [5] Bang JK, Hasegawa K, Kawakami T. Synthesis of an olefin-containing cyclic peptide using the solidphase horneremmons reaction[J]. Tetrahedron Letters,2004, 45:99. [6] Gu W, Silverman, RB. Solid-Phase Total Synthesis of Scytalidamide A[J]. J Org Chem,2003, 68:8774. -
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