Nitrogen-containing Sugars. VI. On the N, N-Phthaloyl Derivatives of D-Glucosamine

Autor:	Toshiaki Osawa, Shichiro Akiya
Rok vydání:	1960
Předmět:	Steric effects chemistry.chemical_compound chemistry Glucosamine Stereochemistry Drug Discovery chemistry.chemical_element General Chemistry General Medicine Nitrogen D-Glucosamine
Zdroj:	Chemical and Pharmaceutical Bulletin. 8:583-587
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.8.583
Popis:	N, N-Phthaloyl-1-bromo-3, 4, 6-tri-O-acetyl-1-deoxy-β-D-glucosamine (III) reported in Part IV1) of this series is the first example of 1, 2-trans-acetobromo-sugar obtained in glucose and glucosamine series. Several replacement reactions at C-1 position of (III) as well as properties of several new N, N-phthaloyl derivatives of D-glucosamine were described in the present paper. From the results of these reactions, it was concluded that the replacement reaction at C-1 position of N, N-phthaloyl derivatives of D-glucosamine gave β-anomers and there was some steric hinderance for the formation of α-anomers.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::0b16d5a0d595f123f73d58f70b3067d7 https://doi.org/10.1248/cpb.8.583 Zobrazit plný text záznamu