Synthesis of 2-(4,6-Dimethoxy-1,3,5-triazin-2-yloxyimino) Derivatives: Application in Solution Peptide Synthesis

被引：8
作者：
Al-Warhi, Tarfah I. [1 ,2 ]
Al-Hazimi, Hassan M. A. [3 ]
El-Faham, Ayman [3 ,4 ]
Albericio, Fernando [5 ,6 ,7 ]
机构：
[1] King Saud Univ, Coll Sci, Dept Chem, Women Students Med Studies Sect, Riyadh 11495, Saudi Arabia
[2] King Saud Univ, Coll Sci, Dept Chem, Sci Sect, Riyadh 11495, Saudi Arabia
[3] King Saud Univ, Coll Sci, Dept Chem, Riyadh 11451, Saudi Arabia
[4] Univ Alexandria, Fac Sci, Dept Chem, Alexandria 21321, Egypt
[5] Inst Res Biomed, Barcelona 08028, Spain
[6] Networking Ctr Bioengn Biomat & Nanomed, CIBER BBN, Barcelona 08028, Spain
[7] Univ Barcelona, Dept Organ Chem, E-08028 Barcelona, Spain
来源：
MOLECULES | 2010年 / 15卷 / 12期
关键词：
coupling reagents; triazinyloximino derivatives; solution phase peptide synthesis; uronium salt; racemization; COUPLING REAGENTS; CONDENSING AGENT; CARBOXYLIC-ACIDS; ACTIVATION; RACEMIZATION; URONIUM; 1-HYDROXY-7-AZABENZOTRIAZOLE; DICYCLOHEXYLCARBODIIMIDE; IMMONIUM; AMINES;
D O I：
10.3390/molecules15129403
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A new class of 1,3,5-triazinyloxyimino derivatives were prepared, characterized and tested for reactivity in solution peptide synthesis. The new triazinyloxyimino derivatives failed to activate the carboxyl group during formation of peptide bonds, but gave the corresponding N-triazinyl amino acid derivatives as a major product. The oxyma (ethyl 2-cyano-2-(hydroxyimino)acetate) uronium salt was superior to other uronium salts in terms of racemization, while 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT, 9) gave the best results.
引用
收藏
页码：9403 / 9417
页数：15
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