Dimethyl Sulfide → HCID 54280359, compound

HRID 851377Notes

Reaction equation

HRID 851377 reaction equation
[O:1]=[C:2]1[CH2:5][C@@H:4]([CH2:6][CH:7]2OCO[O:8]2)[N:3]1[C:12](=[O:17])[C:13]([O:15][CH3:16])=[O:14].CSC>ClCCl.CO>[O:1]=[C:2]1[CH2:5][C@@H:4]([CH2:6][CH:7]=[O:8])[N:3]1[C:12](=[O:17])[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 2

HCID 1068Dimethyl SulfideHCID 53882539HCID 53882539, compound

Product 1

HCID 54280359HCID 54280359, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
5 °C

Procedure

A solution of methyl [(4R)-2-oxo-4-(1,2,4-trioxolan-3-ylmethyl)azetidin-1-yl]glyoxylate (320 mg) and dimethyl sulfide (2 ml) in a mixture of dichloromethane (9 ml) and methanol (10 ml) was stirred at 5° C. for 6 hours and at room temperature for 15 hours. The mixture was then heated at 50° for 4 hours and evaporated to give methyl [(4R)-2-oxo-4-(2-oxoethyl)-azetidin-1-yl]glyoxylate.

Workup

  1. temperatureThe mixture was then heated at 50° for 4 hours
  2. customevaporated

Sources & evidence

ORD record
ord-dba62523067b43bfbcf08c2ecf28224a
Source dataset
uspto-grants-1983_05
Patent number
US04383945

Reaction notes

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