Total syntheses of myriocin and Z-myriocin, two potent immunosuppressants, from 2-deoxy-d-glucose

Autor:	Yasuhiro Okuno, Nobutoshi Murakami, Yoshihiro Yokokawa, Masayuki Yoshikawa
Rok vydání:	1995
Předmět:	chemistry.chemical_compound chemistry Stereochemistry Myriocin Organic Chemistry Drug Discovery Stereoselectivity 2-Deoxy-D-glucose Biochemistry Molecular mechanics
Zdroj:	Tetrahedron. 51:6209-6228
ISSN:	0040-4020
Popis:	Total syntheses of myriocin (thermozymocidin, ISP-1, 21) and its analog, Z-myriocin (22), which showed potent immunosuppressive activity, were accomplished starting from 2-deoxy- d -glucose by employing a modified Darzen reaction as a key reaction. The stereoselectivity of the modified Darzen reaction for six-membered cyclic ketones was discussed on the basis of physicochemical evidence including the conformational analyses of the cyclic ketones based on molecular mechanics calculation.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8701677ee63cc3b098b8b5a4ee8bcbd1 https://doi.org/10.1016/0040-4020(95)00279-h Zobrazit plný text záznamu Full Text from ScienceDirect