5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol is an acid that has been used in preparative organic chemistry. It is a benzyloxymethyl derivative of ribose, which can be converted to the corresponding methyl ether by hydrolysis with sodium methoxide in methanol. 5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol functions as an isomer and dimerization reagent for the preparation of propenyl derivatives. 5-O-Allyl 2,3,4 tri O benzyl D ribitol has been shown to inhibit Influenza A H1N1 strains in vitro with a 50% inhibitory concentration (IC50) of 1 ?M.
CAS Number | 111549-97-4 |
Product Name | (2S,3S,4R)-5-(Allyloxy)-2,3,4-tris(benzyloxy)pentan-1-ol |
IUPAC Name | (2S,3S,4R)-2,3,4-tris(phenylmethoxy)-5-prop-2-enoxypentan-1-ol |
Molecular Formula | C29H34O5 |
Molecular Weight | 462.58 g/mol |
InChI | InChI=1S/C29H34O5/c1-2-18-31-23-28(33-21-25-14-8-4-9-15-25)29(34-22-26-16-10-5-11-17-26)27(19-30)32-20-24-12-6-3-7-13-24/h2-17,27-30H,1,18-23H2/t27-,28+,29-/m0/s1 |
InChI Key | PBGRBWYIGUUVHW-NHKHRBQYSA-N |
SMILES | C=CCOCC(C(C(CO)OCC1=CC=CC=C1)OCC2=CC=CC=C2)OCC3=CC=CC=C3 |
Canonical SMILES | C=CCOCC(C(C(CO)OCC1=CC=CC=C1)OCC2=CC=CC=C2)OCC3=CC=CC=C3 |
Isomeric SMILES | C=CCOC[C@H]([C@H]([C@H](CO)OCC1=CC=CC=C1)OCC2=CC=CC=C2)OCC3=CC=CC=C3 |