2,3-Dihydroxybutanedioic Acid → HCID 13725948, compound

HRID 366637Notes

Reaction equation

HRID 366637 reaction equation
C(O)(=O)C(C(C(O)=O)O)O.C(O)(=O)[C@@H]([C@H](C(O)=O)O)O.C(O)(=O)[C@H]([C@@H](C(O)=O)O)O.[C:31]([C:34]1([OH:45])[C:39](=[O:40])[O:38][C:36](=[O:37])[C:35]1([C:42](=[O:44])[CH3:43])[OH:41])(=[O:33])[CH3:32]>C(OC(=O)C)(=O)C>[C:31]([C@:34]1([OH:45])[C:39](=[O:40])[O:38][C:36](=[O:37])[C@:35]1([C:42](=[O:44])[CH3:43])[OH:41])(=[O:33])[CH3:32].[C:31]([C:34]1([OH:45])[C:39](=[O:40])[O:38][C:36](=[O:37])[C:35]1([C:42](=[O:44])[CH3:43])[OH:41])(=[O:33])[CH3:32]

Participants

7

Reactant 4

HCID 8752,3-Dihydroxybutanedioic AcidHCID 439655D-Tartaric acid2×HCID 444305L-Tartaric acid3×HCID 13725948HCID 13725948, compound

Product 2

HCID 13725948HCID 13725948, compoundHCID 102020809HCID 102020809, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent3×

Procedure

At present, diacetyl tartaric anhydride (DATA) is prepared by reacting tartaric acid with acetic anhydride. Both L-tartaric acid, D-tartaric acid as well as D,L-tartaric acid are not well soluble in acetic anhydride. However, once L-tartaric acid starts to react, it is solubilized in acetic anhydride very quickly. On the other hand, D-tartaric acid and D,L-tartaric acid are not well solubilized. For this reason, DATA is prepared up till now starting from L-(+)-tartaric acid, and consequently, diacetyl-L-tartaric anhydride (L-DATA) is obtained.

Workup

  1. customAt present, diacetyl tartaric anhydride (DATA) is prepared
  2. customto react

Sources & evidence

ORD record
ord-7041cc700199439aa91030912ee7af85
Source dataset
uspto-grants-2000_10
Patent number
US06130257

Reaction notes

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