Methyl iodide → HCID 17747748, compound

HRID 1181635Notes

Reaction equation

HRID 1181635 reaction equation
[CH:1]([O:4][C:5]([CH:7]1[CH2:11][S:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=2[O:20][CH3:21])=[N:8]1)=[O:6])([CH3:3])[CH3:2].[OH-].[K+].[CH3:24]I>ClCCl>[CH:1]([O:4][C:5]([C@@:7]1([CH3:24])[CH2:11][S:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=2[O:20][CH3:21])=[N:8]1)=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 22261357HCID 22261357, compound

Product 1

HCID 17747748HCID 17747748, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Isopropyl-2-(2,4-dimethoxyphenyl)-4,5-dihydro-thiazole-4-carboxylate is reacted with 50% potassium hydroxide and excess methyl iodide in dichloromethane in the presence of O(9)-allyl-N-9-anthracenylmethylcinchonidium bromide to form isopropyl-2-(2,4-dimethoxyphenyl)-4-methyl-4,5-dihydro-thiazole-4-(S)-carboxylate in enantiomeric excess.

Sources & evidence

ORD record
ord-7fa6aba390374717a699f89e55954910
Source dataset
uspto-grants-2007_10
Patent number
US07285670B2

Reaction notes

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