(2R,3R)-Benzhydryl 2,3-Bis(benzyloxy)-4-((bis(benzyloxy)phosphoryl)oxy)butanoate

Ref. TR-B189205

Product Information

• Name: (2R,3R)-Benzhydryl 2,3-Bis(benzyloxy)-4-((bis(benzyloxy)phosphoryl)oxy)butanoate

Description

Applications (2R,3R)-Benzhydryl 2,3-Bis(benzyloxy)-4-((bis(benzyloxy)phosphoryl)oxy)butanoate is an intermediate in synthesizing 4-Phospho D-Erythronate (P355000), which is an intermediate in the synthesis of pyridoxal 5'-phosphate in some bacteria and an inhibitor of ribose 5-phosphate isomerase. Phosphorylated aldonic acids are strong inhibitors of 6-phosphogluconate dehydrogenase, and 4-phospho-D-erythronate (4PE) and 4-phospho-D-erythronohydroxamate are two of the strongest inhibitors of the Trypanosoma brucei enzyme.
References Tanaka, N., et al.: J. Mol. Biol., 324, 519 (2002); Fitzpatrick, T., et al.: Biochem. J., 407, 1 (2007); Kalliri, E., et al.: J. Bacteriol., 190, 3793 (2008)

• Brand: TRC

Chemical properties

• Molecular weight: 742.792
• Formula: C₄₅H₄₃O₈P
• Color/Form: Neat
• InChI: InChI=1S/C45H43O8P/c46-45(53-43(40-27-15-5-16-28-40)41-29-17-6-18-30-41)44(49-32-37-21-9-2-10-22-37)42(48-31-36-19-7-1-8-20-36)35-52-54(47,50-33-38-23-11-3-12-24-38)51-34-39-25-13-4-14-26-39/h1-30,42-44H,31-35H2/t42-,44-/m1/s1
• InChI key: InChIKey=CSULFPRRJAFACQ-QYLQWWOOSA-N
• SMILES: O=C(OC(c1ccccc1)c1ccccc1)[C@H](OCc1ccccc1)[C@@H](COP(=O)(OCc1ccccc1)OCc1ccccc1)OCc1ccccc1