532401-38-0Relevant academic research and scientific papers
Synthesis of 2,3-O-benzyl-ribose and xylose and their equilibration
Jeffrey, Reignier,Singh, Gurdial,Plaza-Alexander, Patrice G.J.,Singh, Nadia,Goodman, Jonathan M.,Bacchi, Alessia,Punzo, Francesco
, p. 1424 - 1429 (2014/12/11)
The preparation and NMR analysis of 2,3-di-O-benzyl d-ribose and 2,3-di-O-d-xylose are described. In DMSO-d6 the sugars adopt a conformation in which the hydroxyl groups are in an equatorial position. In CDCl3 and CD2Cl2 the sugars adopts a conformation in which intramolecular hydrogen bonding plays an important role in determining the equilibrium composition. These findings were also confirmed by DFT studies and, in the solid phase, by X-ray single crystal diffraction.
Studies on oxidopyrylium [5 + 2] cycloadditions: Toward a general synthetic route to the C12-hydroxy daphnetoxins
Wender, Paul A.,Bi, F. Christopher,Buschmann, Nicole,Gosselin, Francis,Kan, Cindy,Kee, Jung-Min,Ohmura, Hirofumi
, p. 5373 - 5376 (2007/10/03)
12-Hydroxydaphnetoxins, members of the structurally fascinating daphnane diterpene family, exhibit a wide range of significant biological activities. A general route to the BC-ring system of 12-hydroxy daphnetoxins is reported based on D-ribose. Depending on the choice of protecting groups and solvent, the oxidopyrylium-alkene [5 + 2] cycloaddition originating from A provides cycloadduct diastereomer B or C with good to excellent selectivity.
The new and efficient synthesis of a heptose moiety of spicamycin
Suzuki, Tamotsu,Chida, Noritaka
, p. 190 - 191 (2007/10/03)
The new and efficient synthesis of 7-O-acetyl-4-azido-2,3,6-tri-O-benzyl-4-deoxy-L-glycero-α-L-manno- heptopyranosyl acetate (5), a key intermediate for the synthesis of novel anti-cancer antibiotic, spicamycin (1), starting from D-ribose is described.
