863908-19-4

Upstream product

• 16063-09-5 (1S,3S,5R,7R)-4,8-dioxa-tricyclo[5.1.0.0]octane 
• 4648-54-8 trimethylsilylazide 

Downstream Products

• 177186-25-3 (1R,3R,4R,6R)-4,6-diazidocyclohexane-1,3-diol 
• 864862-13-5 (1R,3R,4R,6R)-1-O-(2',6'-azido-2',6'-deoxy-3',4'-di-O-benzyl-α-D-glucopyranosyl)-4,6-diazido-cyclohexane-1,3-diol 

Relevant academic research and scientific papers

Asymmetric double ring-opening of a C2h-symmetric bis-epoxide: Improved enantiomeric excess of the product through enantioselective desymmetrisation and 'proof-reading' steps

A new strategy in asymmetric synthesis is described in which the desymmetrisation of a C2h-symmetric molecule is followed by a subsequent enantioselective 'proof-reading' step. The double asymmetric ring-opening of the bis-epoxide (1R*, 3R*, 5S

Synthesis of a library of stereo- and regiochemically diverse aminoglycoside derivatives

A library of forty modified aminoglycosides was prepared in which the configuration and regiochemistry of two or three rings was widely varied. The library was based around three core ring systems: the 2-deoxystreptamine ring system found in the natural products, and both enantiomers of (1R*,2R*,4R*,5R*)-2,5-diamino-cyclohexane-1,4-diol and (1R*,3R*,4R*,6R*)-4,6-diaminocyclohexane-1,3-diol. In each case, the core was modified by glycosylation with one or two sugar rings. The absolute configuration of the sugar substituents (D or L), the configuration of the anomeric centres (α or β), and the regiochemical arrangement of the amine(s) were varied. The Royal Society of Chemistry 2005.