Sodium Hydroxide → (alphaS)-alpha-Amino-3-thiophenepropanoic acid

HRID 374401Notes

Reaction equation

HRID 374401 reaction equation
[OH-].[Na+].O[C:4](=[CH:8][C:9]1[CH:13]=[CH:12][S:11][CH:10]=1)[C:5]([OH:7])=[O:6].[NH2:14][C@H](C([O-])=O)CC([O-])=O>>[CH:13]1[C:9]([CH2:8][C@H:4]([NH2:14])[C:5]([OH:7])=[O:6])=[CH:10][S:11][CH:12]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 5460541l-aspartic acid, sodium saltHCID 57047889Hydroxy-3-(3-thienyl)acrylic acid

Product 1

HCID 819083(alphaS)-alpha-Amino-3-thiophenepropanoic acidYield 40%

Procedure

The procedure was largely as in Example 8. However, solution 1 contained only 20 g of hydroxy-3-(3-thienyl)acrylic acid and 19 g of L-aspartate. The product concentration was 11.5 g/l (58%) after the reaction. After ion-exchange chromatography, 7.9 g (40%) of L-3-(3-thienyl)alanine (2B) were obtained.

Workup

  1. customThe product concentration was 11.5 g/l (58%) after the reaction

Sources & evidence

ORD record
ord-d33f108946e346f3b68f0b82226d6c52
Source dataset
uspto-grants-1996_01
Patent number
US05480786

Reaction notes

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