Novel Furanoid α-Substitued α-Amino Acid as a Potent Turn Mimic in Peptide Synthesis

Molecules

Miroslava Martinková¹  Jozef Gonda² 

[1] Institute of Chemical Sciences, Department of Organic Chemistry, P. J. Šafárik University, Moyzesova 11, SK-040 01 Košice, Slovak Republic. Tel.: (+ 421) 556228332; Fax: (+ 421) 556222421 E-mails: Jozef Gonda

关键词: Sugar amino acids;    stereoselectivity;    sigmatropic rearrangement;    carbohydrate-based mimetics;    peptidomimetic;    β-turn mimic;   

DOI  :  10.3390/11070564

来源: mdpi

【 摘 要 】

A stereoselective approach has been developed to the new sugar amino acid and potential potent turn mimic 5-O-(tert-butyldimethylsilyl)-3-deoxy-1,2-O-isopropylidene-3-methoxycarbonylamino-α-d-xylofuranose 3-C-carboxylic acid (12), via the [3,3]-sigmatropic rearrangement of allylic thiocyanates (Z)-6 and (E)-7, prepared from d-xylose. The synthesis of a new dipeptide 13 is also described.

【 授权许可】

Unknown   
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