Dibenzyl dicarbonate

CAS: 31139-36-3

Ref. 3D-FD31547

Product Information

• Name: Dibenzyl dicarbonate
• Synonyms: Dibenzyldicarbonate, Dibenzyl Pyrocarbonate, Pyrocarbonic acid dibenzyl ester

Description

Dibenzyl dicarbonate is a β-amino acid that is an effective substrate for the asymmetric synthesis of α-amino acids. It can be catalyzed by modifiers such as chloride and sodium carbonate. The reaction mechanism involves the formation of a reactive enolate anion, which reacts with hydroxyl groups to form an acyloxy intermediate. This intermediate then undergoes transfer reactions to form the desired product. Dibenzyl dicarbonate is used as an inhibitor in cardiac research and has been shown to have potent inhibitory activity against cardiac muscle cells. Dibenzyl dicarbonate is also used in the synthesis of heterocycles with a hydroxyl group such as huperzia serrata, which is used in traditional Chinese medicine for treatment of heart disease.

• Brand: Biosynth

Chemical properties

• Molecular weight: 286.28 g/mol
• Formula: C₁₆H₁₄O₅
• Purity: Min. 95%
• Color/Form: Off-White To Light (Or Pale) Yellow Solid
• InChI: InChI=1S/C16H14O5/c17-15(19-11-13-7-3-1-4-8-13)21-16(18)20-12-14-9-5-2-6-10-14/h1-10H,11-12H2
• InChI key: InChIKey=FHRRJZZGSJXPRQ-UHFFFAOYSA-N
• SMILES: O=C(OCc1ccccc1)OC(=O)OCc1ccccc1