Triethylamine → HCID 178462182, compound

To a mixture of (2S,3R)-2-amino-3-[[(1S)-1-carboxy-2-(4-imidazolyl)ethyl]amino]butyric acid (700 mg) and triethylamine (1.29 ml) in a mixture of water (10 ml) and dioxane was added t-butoxycarbonyl-L-alanine N-hydroxysuccinimide ester and the mixture was stirred for 4 hours at room temperature. The solvent was evaporated in vacuo and the residue was dissolved in 75% aqueous trifluoroacetic acid (20 ml). The solution was stored overnight at room temperature and the solvent was evaporated in vacuo. The residue was subjected to a column of Dowex 50W x 8 (30 ml) and the column was washed with water. The elution was carried out with 2.8% aqueous ammonia. The object fractions were collected and evaporated in vacuo. The residue was subjected to a column of Whatman CM52 (150 ml) and the elution was carried out with pyridine-acetic acid buffer (0.01M-0.14M, pH 4.9). The object fractions were collected and evaporated in vacuo. The residue was dissolved in water and lyophilized to give (2S,3R)-2-[[(2S)-2-aminopropionyl]amino]-3-[[(1S)-1-carboxy-2-(4 -imidazolyl)ethyl]amino]butyric acid (580 mg).

1. customThe solvent was evaporated in vacuo
2. dissolutionthe residue was dissolved in 75% aqueous trifluoroacetic acid (20 ml)
3. waitThe solution was stored overnight at room temperature
4. customthe solvent was evaporated in vacuo
5. washthe column was washed with water
6. washThe elution
7. customThe object fractions were collected
8. customevaporated in vacuo
9. washthe elution
10. customThe object fractions were collected
11. customevaporated in vacuo
12. dissolutionThe residue was dissolved in water

ORD record

ord-e1b29c7871a44fdbae4cc5192104b2d4

Source dataset

uspto-grants-1988_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04743614