Compound Q&A

How is (-)-Dipivaloyl-l-tartaric acid (CAS: 65259-81-6) typically synthesized?

Answer

(-)-Dipivaloyl-l-tartaric acid
(-)-Dipivaloyl-l-tartaric acid (CAS: 65259-81-6) is usually synthesized via the prochiral esterification of l-tartaric acid with dipivaloyl chloride. The reaction involves the use of a catalytic amount of a Lewis acid like aluminum trichloride to promote the esterification. The process yields high enantiomeric excess of the (-)-form, with a typical yield of around 85-90%.

About

CAS No 65259-81-6
English Name (-)-Dipivaloyl-l-tartaric acid
Molecular Formula C14H22O8
Molecular Weight 318.32200000000006 g/mol
SMILES CC(C)(C)C(=O)OC(C(C(=O)O)OC(=O)C(C)(C)C)C(=O)O
InChIKey UFHJEZDFEHUYCR-HTQZYQBOSA-N
Last Updated: 2025-10-01 21:42

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