Synthesis of a tetrasubstituted bicyclo [2.2.2] octane as a potential inhibitor of influenza virus sialidase.
A novel synthesis of the bicyclo [2.2.2] octane ring system has been achieved utilising a tandem Henry cyclisation as the key stage. This chemistry has been employed in the synthesis of a potential inhibitor of influenza virus sialidase.
Smith
P W
PW
Department of Enzyme Medicinal Chemistry II, Glaxo Wellcome Medicines Research Centre, Stevenage, Herts UK. PS5776@GGR.CO.UK
Trivedi
N
N
Howes
P D
PD
Sollis
S L
SL
Rahim
G
G
Bethell
R C
RC
Lynn
S
S
D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009980:Influenza A virus / Q000201:enzymology*; D009981:Influenza B virus / Q000201:enzymology*; D009439:Neuraminidase / Q000037:antagonists & inhibitors*
C118935:4-acetylamino-3-hydroxy-5-n-propoxybicyclo(2.2.2)octane-1-carboxylic acid; D001643:Bridged Bicyclo Compounds; D002264:Carboxylic Acids; D004791:Enzyme Inhibitors; D009439:Neuraminidase