
TY  - JOUR
A1  - Mcadam, DP 
A1  - Perera, AMA 
A1  - Stick, RV 
T1  - The Synthesis of (R)-2',3'-Dihydroxypropyl 5-Deoxy-5-Dimethylarsinyl-&#946;-D-Riboside, a Naturally Occurring Arsenic-Containing Carbohydrate
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1987
VL  - 40
IS  - 11
SP  - 1901
EP  - 1908
KW  - 
UR  - https://doi.org/10.1071/CH9871901 
N2  - The synthesis of the title compound, isolated from the brown kelp ( Ecklonia radiata ) or the giant clam (Tridacna maxima), is reported. Glycosidation of 1-O-acetyl-2,3,5-tri- O- benzoyl -&#946;-D-ribose, either directly with (S)-1,2-di-O-benzylglycerol or via the derived orthoester with (S)-1,2-O-isopropylideneglycerol, led to two fully protected glycerol &#946;-D- ribofuranosides. Subsequent chemical manipulations led to a common intermediate having a free hydroxy group at C5 of the D-ribose residue. Replacement of this hydroxy group by a chlorine atom allowed the introduction of the dimethylarsinyl group at C5 in a two-step procedure, and removal of protecting groups provided the natural product. 
ER  -

