Simple, Efficient, and Selective Synthesis of Phthaloylserine and Phthaloylthreonine

Yu Ting Liu; Si Meng Song; Da Wei Yin; Dan Chen

doi:10.4028/www.scientific.net/AMR.1088.363

Paper Titles

Thermal Oxidative Degradation Behavior of Fluorinated Thermotropic Liquid Crystal Copolyesters
p.343

Studies of Reaction Kinetics of Catalytic Hydrogenation of Isophthalonitrile for Meta-Xylenediamine Preparation
p.348

Optimization of the Coagulation Process for Kaolin and Humic Acid Removal Using Polymeric Aluminum Ferric Sulfate
p.353

Mono-Component-Solution Controlled Growth of Microarc Oxidation Coatings on Aluminum Substrates
p.358

Simple, Efficient, and Selective Synthesis of Phthaloylserine and Phthaloylthreonine
p.363

Solvent-Free Green Synthesis of 4-amino-5-substituted-1,2,4-triazole-3-thione by Grinding
p.367

Study on Different Synthesis Methods of Spherical YAG:Ce³⁺ Phosphor and its Luminescence Properties
p.371

Ce-Doped ZnO Based Fast Response UV Photoconductive Detector
p.377

Surfactant-Based Fluorescent Quantum Carbon Dots: Synthesis and Application
p.381

HomeAdvanced Materials ResearchAdvanced Materials Research Vol. 1088Simple, Efficient, and Selective Synthesis of...

Simple, Efficient, and Selective Synthesis of Phthaloylserine and Phthaloylthreonine

Abstract:

An amino protection method was developed in which phthalic anhydride was used as the amino protection group, N,N-dimethylformamide (DMF) as solvent, L-threonine and L-serine with hydroxyl groups in side chain as the protected amino acids.The structures of products were confirmed by IR、1H NMR and 13C NMR. It is an efficient and simple protection method of amino acids with a hydroxyl group in the side chain.In addition, the synthetic method avoids the side reaction and significantly improves reaction yields(over 90%).

You might also be interested in these eBooks

View Preview

Info:

Periodical:

Advanced Materials Research (Volume 1088)

Pages:

363-366

DOI:

https://doi.org/10.4028/www.scientific.net/AMR.1088.363

Citation:

Cite this paper

Online since:

February 2015

Authors:

Yu Ting Liu*, Si Meng Song, Da Wei Yin, Dan Chen

Keywords:

L-Serine, L-Threonine, N,N-Dimethylcarboxamide, Phthalic Anhydride

Export:

RIS, BibTeX

Price:

Permissions CCC:

Request Permissions

Permissions PLS:

Request Permissions

Сopyright:

Citation:

* - Corresponding Author

References

[1] M. Bergmann, L. Zervas, Uberein allgemeines Verfahren der Peptid-Synthese, Chem. Ber. 65 (1932) 1192-1201.

DOI: 10.1002/cber.19320650722

Google Scholar

[2] F.C. McKay, N.F. Albertson, New Amine-masking Groups for Peptide Synthesis, J. Am. Chem. Soc. 79 (1957) 4686-4690.

DOI: 10.1021/ja01574a029

Google Scholar

[3] L.A. CarPino, G.Y. Han, 9-Fluorenylmethoxyearbonyl function, a new base-sensitive amino -Proteeting group, J. Am. Chem. Soc. 92 (1970) 5748-5749.

DOI: 10.1021/ja00722a043

Google Scholar

[4] L.A. Carpino, D. Sadat-Aalaee, M. Beyermann, Tris(2-aminoethy1)amine as a Substitute for 4-(Aminomethy1)piperidine in the FMOC/Polyamine Approach to Rapid Peptide Synthesis, J Org Chem. 55 (1990) 1673-1675.

DOI: 10.1021/jo00292a050

Google Scholar

[5] M. Fling, F.N. Minard, S.W. Fox, Prolyl and Phthalyl Derivatives of Enantiomorphs of Valine and Leucin, J Am Chem Soc. 69 (1947) 2466-2467.

DOI: 10.1021/ja01202a064

Google Scholar

[6] J.P. Genet, E. Blart, M. Savignac, Practical palladium-mediated deprotective method of Allyloxycarbonyl in aqueous media, Tetrahedron. 50 (1994) 497-503.

DOI: 10.1016/s0040-4020(01)80771-7

Google Scholar