The Newest Member of the Family of Chloralose : Synthesis of β-Ribochloralose and Some Derivatives
Joint Authors
Source
Issue
Vol. 2013, Issue 2013 (31 Dec. 2013), pp.1-7, 7 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2013-04-09
Country of Publication
Egypt
No. of Pages
7
Main Subjects
Abstract EN
Treatment of D-ribose with chloral in the presence of acid catalyst gives 1,2-O-(S)-trichloroethylidene-α-D-ribofuranose (1) (β-ribochloralose).
Some derivatives of this product (1) were synthesized to be used as an intermediate in carbohydrate chemistry.
Tricyclic orthoester structure (3, 77%) was obtained from the reaction of 1 with potassium t-butoxide.
This novel orthoester is expected to be useful as a glycosyl donor in the formations of new ribofuranoside units.
3-O-Methyl-ribochloralose (5) was synthesized in 75% yield via the methylation of 1.
5-O-Tosyl-ribochloralose (6, 61%) was prepared with monotosylation reaction of 1.
Treatment of 6 with NaN3 in DMF gives a 5-azido-5-deoxy-ribochloralose (7) in 77% yield.
The azidosugar (7) was reduced to 5-amino-5-deoxy-ribochloralose (8, 72%) with triphenylphosphine according to Staudinger’s reduction procedure.
American Psychological Association (APA)
Ay, Kadir& Halay, Erkan. 2013. The Newest Member of the Family of Chloralose : Synthesis of β-Ribochloralose and Some Derivatives. Journal of Chemistry،Vol. 2013, no. 2013, pp.1-7.
https://search.emarefa.net/detail/BIM-495546
Modern Language Association (MLA)
Ay, Kadir& Halay, Erkan. The Newest Member of the Family of Chloralose : Synthesis of β-Ribochloralose and Some Derivatives. Journal of Chemistry No. 2013 (2013), pp.1-7.
https://search.emarefa.net/detail/BIM-495546
American Medical Association (AMA)
Ay, Kadir& Halay, Erkan. The Newest Member of the Family of Chloralose : Synthesis of β-Ribochloralose and Some Derivatives. Journal of Chemistry. 2013. Vol. 2013, no. 2013, pp.1-7.
https://search.emarefa.net/detail/BIM-495546
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-495546