18951-36-5Relevant articles and documents
Adjuvant properties of a simplified C32 monomycolyl glycerol analogue
Bhowruth, Veemal,Minnikin, David E.,Agger, Else Marie,Andersen, Peter,Bramwell, Vincent W.,Perrie, Yvonne,Besra, Gurdyal S.
scheme or table, p. 2029 - 2032 (2009/12/03)
A simplified C32 monomycolyl glycerol (MMG) analogue demonstrated enhanced immunostimulatory activity in a dioctadecyl ammonium bromide (DDA)/Ag85B-ESAT-6 formulation. Elevated levels of IFN-γ and IL-6 were produced in spleen cells from mice immunised with a C32 MMG analogue comparable activity to the potent Th1 adjuvant, trehalose 6,6′-di-behenate (TDB).
Acyclic Stereoselection. 17. Simple Diastereoselection in the Addition of Medium- and Long-Chain n-Alkyl Ketone Lithium Enolates to Aldehydes
Heathcock, , Clayton H.,Lampe, John
, p. 4330 - 4337 (2007/10/02)
The n-alkyl tert-butyl ketones 1b-d have been prepared and the stereochemistry of their aldol reaction with benzaldehyde has been investigated.As with ketone 1a, ketones 1b-d give Z-enolates that react with benzaldehyde in THF at -78 deg C to give syn aldols.When the aldol additions are carried out in pentane, the syn aldols are also the kinetic products, but syn-anti equilibration is much more rapid in this solvent; after reaction at 25 deg C for 20 min, ketones 1c and 1d give only the anti aldols 3c and 3d.Aldolate syn-anti equilibration becomes more facile as the size of the α-alkyl group increases.Ketone 14 has been prepared and employed in a synthesis of methyl (+/-)-isocorynomycolate; the crucial aldol addition, leading to β-hydroxyketones 15 and 16, proceeds with kinetic stereoselection of only 4.5:1.
