Methyl iodide → HCID 178462280, compound

HRID 382614Notes

Reaction equation

HRID 382614 reaction equation
[OH:1][C@@H:2]([C@H:4]1[C:32](=[O:33])[N:6]2[C:7]([C:19]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=3)=[O:20])=[C:8]([C:11]3[N:12]4[CH:18]=[N:17][CH:16]=[C:13]4[S:14][CH:15]=3)[C@H:9]([CH3:10])[C@H:5]12)[CH3:3].[I:34][CH3:35]>ClCCl>[I-:34].[OH:1][C@@H:2]([C@H:4]1[C:32](=[O:33])[N:6]2[C:7]([C:19]([O:21][CH2:22][C:23]3[CH:24]=[CH:25][C:26]([N+:29]([O-:31])=[O:30])=[CH:27][CH:28]=3)=[O:20])=[C:8]([C:11]3[N+:12]4[C:13](=[CH:16][N:17]([CH3:35])[CH:18]=4)[S:14][CH:15]=3)[C@H:9]([CH3:10])[C@H:5]12)[CH3:3]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 1317229014-nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-3-yl)-1-methyl-1-carbapen-2-em-3-carboxylate

Product 1

HCID 178462280HCID 178462280, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 102 mg of 4-nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-3-yl)-1-methyl-1-carbapen-2-em-3-carboxylate 1.5 ml of dry dichloromethane was added 2.7 ml of iodomethane, and the mixture was stirred under the atmosphere of argon in the darkness at room temperature for 3 days. Unreacted reagent was removed under reduced pressure to give 122 mg of 4-nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-(6-methylimidazo[5,1-b]thiazolium-3-yl)-1-carbapen-2-em-3-carboxylate iodide.

Workup

  1. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-a5a2537e7e7949178d244984a9e795a9
Source dataset
uspto-grants-2001_10
Patent number
US06310056B1

Reaction notes

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