Tert-Butylamine → (s)-3,4-Epoxybutyric acid t-butylamine salt

HRID 1595034Notes

Reaction equation

HRID 1595034 reaction equation
C([O:4][C@H:5]([CH2:10]Br)[CH2:6][C:7]([OH:9])=[O:8])(=O)C.[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13]>O>[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13].[O:4]1[CH2:10][C@@H:5]1[CH2:6][C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 2733880(3S)-3-acetyloxy-4-bromobutanoic acid

Product 1

HCID 9793997(s)-3,4-Epoxybutyric acid t-butylamine salt

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of distilled water (10 ml), (S)-3-acetoxy-4-bromobutyric acid (0.9 g, 0.004 mol) and t-butylamine (0.08 g, 0.012 mol) was charged to 100 ml flask equipped with a thermometer, pH meter and agitator, and stirred at 0˜5° C. for 2 hours to give (S)-3,4-epoxybutyric acid t-butylamine salt. It was confirmed by a NMR analysis that more than 99% (S)-3,4-epoxybutyric acid t-butylamine salt was converted.

Workup

  1. customequipped with a thermometer

Sources & evidence

ORD record
ord-b2a8a8bf8f3b44e583abfbb35b121e76
Source dataset
uspto-grants-2001_09
Patent number
US06284902B1

Reaction notes

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