Sodium Sulfite → HCID 54042108, compound

HRID 1588827Notes

Reaction equation

HRID 1588827 reaction equation
S1[CH2:5][CH2:4][N:3]([C:6]([O:8][C@@H:9]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:11])=[O:7])[CH2:2]1.ClC1C=CC=C(C(OO)=O)C=1.[S:38]([O-:41])([O-])=[O:39].[Na+].[Na+]>C(Cl)Cl>[O:39]=[S:38]1(=[O:41])[CH2:5][CH2:4][N:3]([C:6]([O:8][C@@H:9]([CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:10]([O:12][CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[O:11])=[O:7])[CH2:2]1

Participants

5

Reactant 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 54351274HCID 54351274, compound

Product 1

HCID 54042108HCID 54042108, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of benzyl 2(S)-(3-thiazolidinecarbonyloxy)-3-phenylpropionate (371 mg) in methylene chloride (7 ml) was added 80% m-chloroperbenzoic acid (431 mg). The mixture was stirred at ambient temperature for 2 days. Then 10% sodium sulfite aqueous solution and methylene chloride was added thereto, and the mixture was separated. The aqueous layer was extracted with methylene chloride. The combined extract was washed with saturated sodium hydrogen carbonate solution 2 times and saturated sodium chloride solution successively, dried over magnesium sulfate, and concentrated under reduced pressure to give benzyl 2(S)-(1,1-dioxothiazolidine-3-carbonyloxy)-3-phenyl-propionate (330 mg).

Workup

  1. customthe mixture was separated
  2. extractionThe aqueous layer was extracted with methylene chloride
  3. extractionThe combined extract
  4. washwas washed with saturated sodium hydrogen carbonate solution 2 times and saturated sodium chloride solution successively
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6f0e5c6029954f588500825cfa25198f
Source dataset
uspto-grants-1993_06
Patent number
US05223489

Reaction notes

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