Methyl iodide →

HRID 975717Notes

Reaction equation

HRID 975717 reaction equation
[CH2:1]([O:4][C:5]([N:7]1[CH2:11][C@@H:10]([S:12][C:13]2[C@H:19]([CH3:20])[C@H:18]3[N:15]([C:16](=[O:24])[C@@H:17]3[C@H:21]([OH:23])[CH3:22])[C:14]=2[C:25]([O:27][CH2:28][CH:29]=[CH2:30])=[O:26])[CH2:9][C@H:8]1[CH2:31][CH2:32][C:33]1[N:34]([CH3:38])[CH:35]=[CH:36][N:37]=1)=[O:6])[CH:2]=[CH2:3].[I:39][CH3:40]>CC(C)=O>[I-:39].[CH2:1]([O:4][C:5]([N:7]1[CH2:11][C@@H:10]([S:12][C:13]2[C@H:19]([CH3:20])[C@H:18]3[N:15]([C:16](=[O:24])[C@@H:17]3[C@H:21]([OH:23])[CH3:22])[C:14]=2[C:25]([O:27][CH2:28][CH:29]=[CH2:30])=[O:26])[CH2:9][C@H:8]1[CH2:31][CH2:32][CH2+:33]1[N:37]([CH3:40])[CH:36]=[CH:35][N:34]1[CH3:38])=[O:6])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 57288318HCID 57288318, compound

Product 0

No Product data yet.

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of allyl (4R,5S,6S)-3-[(2R,4S)-1-allyloxycarbonyl-2-{2-(1-methylimidazol-2-yl)ethyl}-pyrrolidin-4-yl]thio-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (3.58 g) in acetone (17 ml) was added iodomethane (2.05 ml) with stirring at ambient temperature and then allowed to stand overnight. The reaction mixture was evaporated in vacuo and dried in vacuo for 1 hour to give allyl (4R,5S,6S)-3[(2R,4S)-1-allyloxycarbonyl-2-{2-(1,3-dimethyl-2-imidazolio)ethyl}pyrrolidin-4-yl]thio-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate iodide (3.68 g).

Workup

  1. customThe reaction mixture was evaporated in vacuo
  2. customdried in vacuo for 1 hour

Sources & evidence

ORD record
ord-ccd669f8f0df47be8cb7af4114c86da6
Source dataset
uspto-grants-1997_03
Patent number
US05608056

Reaction notes

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