Synthesis of L-5-Hydroxytryptophan
Derivatives

Abstract

Abstract: Objective： To broaden the categories of tryptophan derivatives for the synthesis of monothylindole alkaloids. Methods： Using commercially available L-5-hydroxytryptophan as raw material， L-5-hydroxytryptophan derivatives were synthesized through carboxyl esterification， amino Boc protection， ester ammonolysis， acetylation or methylation of hydroxyl and deprotection of Boc. Results： Secen L-5-hydroxytryptophan derivatives were efficiently synthesized， namely L-5-hydroxytryptophan formamide（1）， L-5-hydroxytryptophan acetamide（2）， L-5-hydroxytryptophan propionamide（3）， L-5-acetoxytryptophan methyl ester（4）， L-5-acetoxytryptophan formamide（5）， L-5-methoxytryptophan methyl ester（6） and L-5-methoxytryptophan formamide（7）， respectively. Compounds 4， 5 and 7 were new derivatives， and the structures of all derivatives were confirmed by spectroscopic methods. Conclusion： The synthesis method has the characteristics of simple operation， mild reaction condition and high total yield， which is suitable for industrial production.

Key words: font-family:Times New Roman, ">ester ammonolysisfont-family:Times New Roman, ">；font-family:Times New Roman, "> acetylation reactionfont-family:Times New Roman, ">；font-family:Times New Roman, "> methylation reactionfont-family:Times New Roman, ">；font-family:Times New Roman, "> L-5-hydroxytryptophan derivativefont-family:Times New Roman, ">；font-family:Times New Roman, "> synthesis

CLC Number:

Qin Zikang, Guo Haihui, Shan Fang, Wu Lei, Wang Fusheng.

Synthesis of L-5-Hydroxytryptophan Derivatives [J]. Journal of Dali University, 2023, 8(8): 15-20.

References

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Synthesis of L-5-Hydroxytryptophan Derivatives

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