Water → [(4-(2,3-Butadienyloxy)phenyl]sulfonyl}-2,2-dimethyl-3-thiomorpholinecarboxylic acid

HRID 1180551Notes

Reaction equation

HRID 1180551 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:15]2[CH2:20][CH2:19][S:18][C:17]([CH3:22])([CH3:21])[C@@H:16]2[C:23]([O:25]C)=[O:24])(=[O:14])=[O:13])=[CH:8][CH:7]=1)[CH:2]=[C:3]=[CH2:4].[OH-].[Li+].O>O1CCCC1.CO>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:15]2[CH2:20][CH2:19][S:18][C:17]([CH3:22])([CH3:21])[CH:16]2[C:23]([OH:25])=[O:24])(=[O:13])=[O:14])=[CH:8][CH:7]=1)[CH:2]=[C:3]=[CH2:4]

Participants

6

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 86588660Methyl (3S)-4-{[4-(2,3-butadienyloxy)phenyl]sulfonyl}-2,2-dimethyl-3-thiomorpholinecarboxylate

Product 1

HCID 58978930[(4-(2,3-Butadienyloxy)phenyl]sulfonyl}-2,2-dimethyl-3-thiomorpholinecarboxylic acidYield 53%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The procedure of Example 12 was followed using the product from Example 24 (150 mg, 0.38 mmol), lithium hydroxide (18 mg, 0.76 mmol) in tetrahydrofuran (2 ml), methanol (2 ml), and water (1 ml) to give 50 mg of product (53%, based on unreacted starting material).

Sources & evidence

ORD record
ord-39d0c6fd9bd64b20bdd69ed208dca512
Source dataset
uspto-grants-2007_10
Patent number
US07282496B2

Reaction notes

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