alpha-Amino-4-hydroxy-3-[(methylthio)methyl]benzeneacetic acid → (-)-alpha-Amino-4-hydroxy-3-[(methylsulfinyl)methyl]benzeneacetic acid

HRID 225319Notes

Reaction equation

HRID 225319 reaction equation
[NH2:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([CH2:13][S:14][CH3:15])[CH:7]=1)[C:3]([OH:5])=[O:4].I([O-])(=O)(=O)=[O:17].[Na+]>>[NH2:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([CH2:13][S:14]([CH3:15])=[O:17])[CH:7]=1)[C:3]([OH:5])=[O:4]

Participants

3

Reactant 2

HCID 23329760alpha-Amino-4-hydroxy-3-[(methylthio)methyl]benzeneacetic acidHCID 23667635Sodium periodate

Product 1

HCID 23329781(-)-alpha-Amino-4-hydroxy-3-[(methylsulfinyl)methyl]benzeneacetic acid

Procedure

To an aqueous solution (500 ml) of α-amino-4-hydroxy-3-[(methylthio)methyl]benzeneacetic acid (1 mole) is added sodium metaperiodate (1 mole). The mixture is stirred at room temperature for 5 hours, it is filtered and the filtrate is lyophilyzed to give a quantitative yield of the title compound.

Workup

  1. filtrationit is filtered

Sources & evidence

ORD record
ord-6430137357d943888cc10586ecb80a10
Source dataset
uspto-grants-1980_11
Patent number
US04236002

Reaction notes

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