1-(t-Butyldimethylsilyl)-4-(2-acetoxypropyl)-2-azetidinone → 4-(2-Acetoxypropyl)-2-azetidinone

HRID 345252Notes

Reaction equation

HRID 345252 reaction equation
[Si]([N:8]1[CH:11]([CH2:12][CH:13]([O:15][C:16](=[O:18])[CH3:17])[CH3:14])[CH2:10][C:9]1=[O:19])(C(C)(C)C)(C)C>Cl.CO>[C:16]([O:15][CH:13]([CH3:14])[CH2:12][CH:11]1[NH:8][C:9](=[O:19])[CH2:10]1)(=[O:18])[CH3:17]

Participants

4

Reactant 1

HCID 143289901-(t-Butyldimethylsilyl)-4-(2-acetoxypropyl)-2-azetidinone

Product 1

HCID 143289914-(2-Acetoxypropyl)-2-azetidinone

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

1(t-butyldimethylsilyl)-4-(2-acetoxypropyl)-2-azetidinone (2.4 g) is dissolved in a solution of HCl in MeOH (0.25N, 10 ml) and allowed to stand 2.5 hours at room temperature. The solvent is evaporated under reduced pressure and the residue is chromatographed on silica gel to give 4-(2-acetoxypropyl)-2-azetidinone.

Workup

  1. customThe solvent is evaporated under reduced pressure
  2. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-2c1c3afe021447778dc7c712e12a9925
Source dataset
uspto-grants-1991_10
Patent number
US05055573

Reaction notes

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