Methyl iodide →

HRID 975719Notes

Reaction equation

HRID 975719 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][C:32]1[N:33]([CH3:37])[CH:34]=[CH:35][N:36]=1)=[O:6])[CH:2]=[CH2:3].[CH3:38][I:39]>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]1[N:36]([CH3:38])[CH:35]=[CH:34][N:33]1[CH3:37])=[O:6])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 86750477HCID 86750477, 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-(1-methylimidazol-2-ylmethyl)-pyrrolidin-4-yl]thio-6-[(1R)-1-hydroxyethyl ]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (1.25 g) in acetone (12 ml) was added methyl iodide (1.47 ml ) at room temperature. The mixture was stirred for 35 hours at the same temperature. The reaction mixture was evaporated in vacuo to give allyl (4R,5S,6S)-3-[(2R,4S)-1-allyloxycarbonyl-2-(1, 3-dimethyl-2-imidazoliomethyl)-pyrrolidin-4-yl]thio-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate iodide (1.49 g) as an amorphous solid.

Workup

  1. customThe reaction mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-417d3e155aa044a6a6ff666de2de94ba
Source dataset
uspto-grants-1997_03
Patent number
US05608056

Reaction notes

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