2,3-Dihydroxybutanedioic Acid → HCID 69337650, compound

HRID 2086192Notes

Reaction equation

HRID 2086192 reaction equation
[NH2:1][C@:2]([CH3:22])([CH2:5][CH2:6][C:7]1[S:11][C:10]([O:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:9][CH:8]=1)[CH2:3][OH:4].[C:23]([OH:32])(=[O:31])[CH:24]([CH:26]([C:28]([OH:30])=[O:29])[OH:27])[OH:25]>CO>[C:28]([CH:26]([CH:24]([C:23]([OH:32])=[O:31])[OH:25])[OH:27])([OH:30])=[O:29].[NH2:1][C@:2]([CH3:22])([CH2:5][CH2:6][C:7]1[S:11][C:10]([O:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:9][CH:8]=1)[CH2:3][OH:4]

Participants

4

Reactant 2

HCID 8752,3-Dihydroxybutanedioic AcidHCID 69337651HCID 69337651, compound

Product 1

HCID 69337650HCID 69337650, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The obtained (2R)-2-amino-2-methyl-4-[2-(3-phenylpropyloxy)thiophen-5-yl]butan-1-ol (15.2 mg, 0.048 mmol) was dissolved in methanol (1 ml), and tartaric acid (4.5 mg, 0.049 mmol) was added thereto followed by siring for 1.5 hours at room temperature. The solvent was concentrated under reduced pressure, and then ethyl acetate was added thereto to precipitate crystals, which were filtered off. The precipitate was washed with ethyl acetate and dried to afford the title compound (18.5 mg, 95% yield).

Workup

  1. concentrationThe solvent was concentrated under reduced pressure
  2. additionethyl acetate was added
  3. customto precipitate crystals, which
  4. filtrationwere filtered off
  5. washThe precipitate was washed with ethyl acetate
  6. customdried

Sources & evidence

ORD record
ord-f429ef8af3774e9484b38481849070d2
Source dataset
uspto-grants-2004_04
Patent number
US06723745B2

Reaction notes

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