Allyl bromide → HCID 131719735, compound

HRID 1079368Notes

Reaction equation

HRID 1079368 reaction equation
[C:1]([C:5]([C:7]1[N:12]2[C:13](=[S:17])[C@H:14]([O:15][CH3:16])[C@H:11]2[S:10](=[O:19])(=[O:18])[CH:9]([C:20]2[N:24]([CH3:25])[N:23]=[N:22][N:21]=2)[C:8]=1[CH3:26])=[O:6])([CH3:4])([CH3:3])[CH3:2].[CH2:27](Br)[CH:28]=[CH2:29]>C(N(CC)CC)C>[CH2:29]([C:9]1([C:20]2[N:24]([CH3:25])[N:23]=[N:22][N:21]=2)[C:8]([CH3:26])=[C:7]([C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[O:6])[N:12]2[C:13](=[S:17])[C@H:14]([O:15][CH3:16])[C@H:11]2[S:10]1(=[O:19])=[O:18])[CH:28]=[CH2:27]

Participants

4

Reactant 2

HCID 7841Allyl bromideHCID 131719733HCID 131719733, compound

Product 1

HCID 131719735HCID 131719735, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A solution of 4-tert-butylcarbonyl-7α-methoxy-3-methyl-2-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-3-cephem 1,1-dioxide (100 mg) and allyl bromide (0.061 ml) was treated, at room temperature, with triethylamine (0.037 ml). After 2 hrs the reaction was over (TLC monitoring). Dilution with dichloromethane, washing with brine, drying over Na2SO4 and removal of the solvent left a residue which afforded the title compound as a white solide (60 mg) after flash chromatography.

Workup

  1. washDilution with dichloromethane, washing with brine
  2. dry with materialdrying over Na2SO4 and removal of the solvent
  3. waitleft a residue which

Sources & evidence

ORD record
ord-ed952c5a50ab42a9b1ed635dc5f2cbc8
Source dataset
uspto-grants-1996_12
Patent number
US05580865

Reaction notes

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