Further applications of classical amide coupling reagents: Microwave-assisted esterification on solid phase

被引:13
|
作者
Takayama, Risa [1 ]
Hayakawa, Shun [1 ]
Hinou, Hiroshi [1 ,2 ,3 ]
Albericio, Fernando [4 ,5 ,6 ]
Garcia-Martin, Fayna [1 ,2 ]
机构
[1] Hokkaido Univ, Grad Sch Life Sci, Kita Ku, N21,W11, Sapporo, Hokkaido 0010021, Japan
[2] Hokkaido Univ, Fac Adv Life Sci, Kita Ku, N21,W11, Sapporo, Hokkaido 0010021, Japan
[3] Med Chem Pharmaceut Co Ltd, Kita Ku, N21,W12, Sapporo, Hokkaido 0010021, Japan
[4] Univ Barcelona, Networking Ctr Bioengn Biomat & Nanomed, Dept Organ Chem, Barcelona 080028, Spain
[5] Univ Barcelona, Networking Ctr Bioengn Biomat & Nanomed, CIBER BBN, Barcelona 080028, Spain
[6] Univ KwaZulu Natal, Sch Chem & Phys, ZA-4001 Durban, South Africa
基金
日本学术振兴会;
关键词
solid-phase synthesis; esterification; microwave irradiation; depsipeptide; ACYL MIGRATION REACTION; PEPTIDE-SYNTHESIS; BOND FORMATION; AMINO-ACIDS; RACEMIZATION; METHODOLOGY; EFFICIENCY; SEQUENCES;
D O I
10.1002/psc.3111
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
Ester linkage (s) is a key chemical connector in organic chemistry, including natural products, peptides, and synthetic polymers. We herein describe a straightforward method for the efficient formation of ester linkage (s) on solid-phase. This method simply involves the use of amide coupling reagents under microwave irradiation. The robustness of this method relies on the use of classical solid-phase coupling reagents, heating by microwave irradiation, and a short time period, which results in high yields and the minimization of racemization.
引用
收藏
页数:5
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