Isopropanol → isopropyl-2-(2,4-dimethoxyphenyl)-4,5-dihydro-thiazole-4-(R)-carboxylate

HRID 1610029Notes

Reaction equation

HRID 1610029 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[S:12][CH2:13][C@@H:14]([C:16]([OH:18])=[O:17])[N:15]=1.[CH:19](O)([CH3:21])[CH3:20].C1CCC(N=C=NC2CCCCC2)CC1>CN(C)C1C=CN=CC=1.O1CCCC1>[CH:19]([O:17][C:16]([C@@H:14]1[CH2:13][S:12][C:11]([C:4]2[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[CH:8][C:3]=2[O:2][CH3:1])=[N:15]1)=[O:18])([CH3:21])[CH3:20]

Participants

6

Reactant 3

HCID 3776IsopropanolHCID 10868DicyclohexylcarbodiimideHCID 177477252-(2,4-dimethoxyphenyl)-4,5-dihydro-thiazole-4-(R)-carboxylic acid

Product 1

HCID 17747726isopropyl-2-(2,4-dimethoxyphenyl)-4,5-dihydro-thiazole-4-(R)-carboxylate

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Next, 2-(2,4-dimethoxyphenyl)-4,5-dihydro-thiazole-4-(R)-carboxylic acid is reacted with isopropanol; DCC; and 4-(dimethylamino)pyridine (DMAP) in tetrahydrofuran (THF) at room temperature to form isopropyl-2-(2,4-dimethoxyphenyl)-4,5-dihydro-thiazole-4-(R)-carboxylate.

Sources & evidence

ORD record
ord-831aabc54ef848699c10ea320e3a045b
Source dataset
uspto-grants-2006_01
Patent number
US06982335B2

Reaction notes

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