(2R,3R)-Benzhydryl 2,3-bis(benzyloxy)-4-hydroxybutanoate

Ref. TR-B189200

Product Information

• Name: (2R,3R)-Benzhydryl 2,3-bis(benzyloxy)-4-hydroxybutanoate
• Synonyms: benzhydryl (2R,3R)-4-hydroxy-2,3-bis(phenylmethoxy)butanoate

Description

Applications (2R,3R)-Benzhydryl 2,3-bis(benzyloxy)-4-hydroxybutanoate 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: 482.567
• Formula: C₃₁H₃₀O₅
• Color/Form: Neat
• InChI: InChI=1S/C31H30O5/c32-21-28(34-22-24-13-5-1-6-14-24)30(35-23-25-15-7-2-8-16-25)31(33)36-29(26-17-9-3-10-18-26)27-19-11-4-12-20-27/h1-20,28-30,32H,21-23H2/t28-,30-/m1/s1
• InChI key: InChIKey=AWXQHRFTOFPKOW-PQHLKRTFSA-N
• SMILES: O=C(OC(c1ccccc1)c1ccccc1)[C@H](OCc1ccccc1)[C@@H](CO)OCc1ccccc1