Water → HCID 54137231, compound

HRID 543599Notes

Reaction equation

HRID 543599 reaction equation
COC(=O)C([N:6]1[C@H:9]([S:10][C:11](=[O:13])[CH3:12])[CH2:8][C:7]1=[O:14])=O.C(OC)(=O)C.O>CO>[C:11]([S:10][C@H:9]1[NH:6][C:7](=[O:14])[CH2:8]1)(=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 962WaterHCID 6584Methyl AcetateHCID 12795886HCID 12795886, compound

Product 1

HCID 54137231HCID 54137231, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 140 mg of 2-[(4R)-4acetylthio-2-oxoazetidin-1-yl]-2-oxoacetic acid methyl ester (crude product) in a mixture of 20 ml of methanol, 2 ml of methyl acetate and 0.4 ml of water is allowed to stand for 20 hours at room temperature, concentrated in vacuo and evaporated again with benzene. The residue is chromatographed over silica gel thick layer plates with toluene/ethyl acetate (2:1) and yields the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. customevaporated again with benzene
  3. customThe residue is chromatographed over silica gel thick layer plates with toluene/ethyl acetate (2:1)

Sources & evidence

ORD record
ord-8282bec4cd0044a599390e051f55beb1
Source dataset
uspto-grants-1984_05
Patent number
US04447360

Reaction notes

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