Methyl iodide → HCID 178422144, compound

HRID 382621Notes

Reaction equation

HRID 382621 reaction equation
[OH:1][C@@H:2]([C@H:4]1[C:33](=[O:34])[N:6]2[C:7]([C:20]([O:22][CH2:23][C:24]3[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=3)=[O:21])=[C:8]([C:11]3[S:15][C:14]4=[CH:16][N:17]=[CH:18][N:13]4[C:12]=3[CH3:19])[C@H:9]([CH3:10])[C@H:5]12)[CH3:3].[I:35][CH3:36]>ClCCl>[I-:35].[CH3:19][C:12]1[N+:13]2[C:14](=[CH:16][N:17]([CH3:36])[CH:18]=2)[S:15][C:11]=1[C:8]1[C@H:9]([CH3:10])[C@@H:5]2[C@@H:4]([C@H:2]([OH:1])[CH3:3])[C:33](=[O:34])[N:6]2[C:7]=1[C:20]([O:22][CH2:23][C:24]1[CH:25]=[CH:26][C:27]([N+:30]([O-:32])=[O:31])=[CH:28][CH:29]=1)=[O:21]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 120700444-Nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-(3-methylimidazo[5,1-b]thiazol-2-yl)-1-carbapen-2-em-3-carboxylate

Product 1

HCID 178422144HCID 178422144, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 73.6 mg of 4-nitrobenzyl (1S,5R, 6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-(3-methylimidazo[5,1-b]thiazol-2-yl)-1-carbapen-2-em-3-carboxylate in 0.5 ml of dry dichloromethane was added 0.95 ml of iodomethane, and the mixture was stirred under the atmosphere of argon in the darkness at room temperature for 18 hours. Unreacted reagent was removed under reduced pressure to give 89.1 mg of 4-nitrobenzyl (1S,5R,6S)-2-(3,6-dimethylimidazo[5,1-b]thiazolium-2-yl)-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate iodide.

Workup

  1. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-ccfb4c2ea0a040f58e7cca3712df7a7d
Source dataset
uspto-grants-2001_10
Patent number
US06310056B1

Reaction notes

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