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5-Amino-5-deoxy-2-C-hydroxy­methyl-2,3-O-iso­propyl­idene-d-talono-1,5-lactam

✍ Scribed by Ameijde, Jeroen van ;Cowley, Andrew R. ;Fleet, George W. J. ;Nash, Robert J. ;Simone, Michela Iezzi ;Soengas, Raquel


Publisher
International Union of Crystallography
Year
2004
Tongue
English
Weight
181 KB
Volume
60
Category
Article
ISSN
1600-5368

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✦ Synopsis


The title compound, C 10 H 17 NO 6 , was prepared by carrying out three S N 2 displacements on a branched sugar derivative, one of which was not planned. Its crystal structure was determined to con®rm the identity and stereochemistry of the product.


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Single-crystal X-ray study T = 120 K Mean '(C±C) = 0.004 A Ê R factor = 0.045 wR factor = 0.102 Data-to-parameter ratio = 11.0 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.

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A second crystalline diacetonide, the title compound, C 13 H 20 O 7 , has been isolated from the sequential treatment of d-tagatose with aqueous sodium cyanide, followed by acetone in the presence of acid. Structural ambiguities with regard to the size of both the lactone and ketal rings are resolve