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WANG Liang, NI Lan, ZHANG Chun-Mei, GUO Jun-Xiang, HU Hong-Gang, WU Qiu-Ye. Study on synthesis of Fmoc-L-Asp-4-OBn[J]. Journal of Pharmaceutical Practice and Service, 2011, 29(1): 27-28.
Citation:
WANG Liang, NI Lan, ZHANG Chun-Mei, GUO Jun-Xiang, HU Hong-Gang, WU Qiu-Ye. Study on synthesis of Fmoc-L-Asp-4-OBn[J]. Journal of Pharmaceutical Practice and Service, 2011, 29(1): 27-28.
School of Pharmacy, Yantai University, Yantai, 264005; Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China
2.
313th Hospital of PLA, Huludao 125000, China
3.
Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China
Received Date: 2010-06-21
Rev Recd Date:
2010-07-31
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.
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.
1. School of Pharmacy, Yantai University, Yantai, 264005; Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China
2. 313th Hospital of PLA, Huludao 125000, China
3. Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China
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.
WANG Liang, NI Lan, ZHANG Chun-Mei, GUO Jun-Xiang, HU Hong-Gang, WU Qiu-Ye. Study on synthesis of Fmoc-L-Asp-4-OBn[J]. Journal of Pharmaceutical Practice and Service, 2011, 29(1): 27-28.
Citation:
WANG Liang, NI Lan, ZHANG Chun-Mei, GUO Jun-Xiang, HU Hong-Gang, WU Qiu-Ye. Study on synthesis of Fmoc-L-Asp-4-OBn[J]. Journal of Pharmaceutical Practice and Service, 2011, 29(1): 27-28.
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.