2,3-Dihydroxybutanedioic Acid → HCID 86758503, compound

HRID 1279255Notes

Reaction equation

HRID 1279255 reaction equation
[C:1]([OH:10])(=[O:9])[CH:2]([CH:4]([C:6]([OH:8])=[O:7])[OH:5])[OH:3].[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][C:18]12[C:26](=[O:27])[N:25]([CH2:28][C:29]([F:32])([F:31])[F:30])[N:24]=[C:23]1[CH2:22][CH2:21][NH:20][CH2:19]2>CC(C)=O.O>[C:6]([C@H:4]([C@@H:2]([C:1]([OH:10])=[O:9])[OH:3])[OH:5])([OH:8])=[O:7].[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][C:18]12[C:26](=[O:27])[N:25]([CH2:28][C:29]([F:31])([F:32])[F:30])[N:24]=[C:23]1[CH2:22][CH2:21][NH:20][CH2:19]2

Participants

4

Reactant 2

HCID 8752,3-Dihydroxybutanedioic AcidHCID 12082302HCID 12082302, compound

Product 1

HCID 86758503HCID 86758503, compoundYield 78.8%

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

In a dry and nitrogen purged 5 L round bottom flask equipped with a mechanical stirrer, D(−) tartaric acid (129 g, 0.86 mol) was added to the product from step C (243 g, 0.78 mol) in acetone/water (9:1, 2430 mL) at about 17° C. The mixture was stirred at room temperature overnight, filtered, the solid was collected and washed with cold acetone and dried under vacuum. The product was obtained as a yellow solid (284 g, yield 78.8%).

Workup

  1. customIn a dry
  2. customnitrogen purged 5 L round bottom flask
  3. customequipped with a mechanical stirrer
  4. filtrationfiltered
  5. customthe solid was collected
  6. washwashed with cold acetone
  7. customdried under vacuum

Sources & evidence

ORD record
ord-4e40298b583c4aff81568cf8c2e38990
Source dataset
uspto-grants-2002_09
Patent number
US06448263B1

Reaction notes

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