Abstract
The title compound, C10H17NO6, was prepared by carrying out three SN2 displacements on a branched sugar derivative, one of which was not planned. Its crystal structure was determined to confirm the identity and stereochemistry of the product.
Highlights
The Kiliani reaction on cheap ketoses, hitherto hardly explored, produces protected branched carbohydrates. Such materials are likely to have many uses, but initially we are studying the easy preparation of branched sugar mimetics in which the ring oxygen of the sugar is replaced by nitrogen (Winchester & Fleet, 1992; Asano et al, 2000)
The alcohol (3) was elaborated by standard reactions to the title lactam (4), the structure of which is hereby ®rmly established by X-ray crystallographic analysis
The title material was crystallized from methanol to yield colourless plates
Summary
The title compound, C10H17NO6, was prepared by carrying out three SN2 displacements on a branched sugar derivative, one of which was not planned. The Kiliani reaction on cheap ketoses, hitherto hardly explored, produces protected branched carbohydrates . Such materials are likely to have many uses, but initially we are studying the easy preparation of branched sugar mimetics in which the ring oxygen of the sugar is replaced by nitrogen (Winchester & Fleet, 1992; Asano et al, 2000). The alcohol (3) was elaborated by standard reactions to the title lactam (4), the structure of which is hereby ®rmly established by X-ray crystallographic analysis. The lactam (4) was prepared from the diacetonide (1) derived from fructose (Hotchliss et al, 2004). The title material was crystallized from methanol to yield colourless plates
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Acta Crystallographica Section E Structure Reports Online
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
