Potassium Carbonate → HCID 15858811, compound

HRID 1075636Notes

Reaction equation

HRID 1075636 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]1[C@@H:15]([O:16][CH2:17][CH2:18]Br)[NH:14][C:13]1=[O:20])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+]>CS(C)=O.C(OCC)(=O)C>[CH2:1]([O:8][C:9]([NH:11][C@@H:12]1[C:13](=[O:20])[N:14]2[C@@H:15]1[O:16][CH2:17][CH2:18]2)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 15858810HCID 15858810, compound

Product 1

HCID 15858811HCID 15858811, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (3S,4R)-3-benzyloxycarbonylamino-4-bromoethoxy-azetidin-2-one (2.04 g, 5.945 mmole) and powder K2CO3 (903 mg, 6.54 mmole) in DMSO (20 ml) was stirred at room temperature overnight and then diluted with ethyl acetate, washed with cold water, brine, and dried over sodium sulfate. After removal of the solvent, 1.43 g of the title compound was obtained.

Workup

  1. washwashed with cold water, brine
  2. dry with materialdried over sodium sulfate
  3. customAfter removal of the solvent

Sources & evidence

ORD record
ord-595b44bc05b14002a0858e41bc854793
Source dataset
uspto-grants-1999_05
Patent number
US05905076

Reaction notes

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