Water → HCID 57111540, compound

Participants

Reaction Steps

A solution of (2S,3R)-2-[[(2S)-2-amino-3-[N-[bis(4-methoxyphenyl)methyl]carbamoyl]propionyl]amino] 3-[[(1S)-1-carboxy-2-(3 indolyl)ethyl]amino]butyric acid (427 mg) in a mixture of trifluoroacetic acid (3 ml), anisol (0.5 ml) and ethaneditiol (0.1 ml) was stirred overnight at room temperature and the mixture was poured into a mixture of water (10 ml) and ethyl acetate (10 ml). The aqueous phase was separated and subjected to a column of Dowex 50W x 8 (H+, 20 ml). The column was washed with water and the elution was carried out with 2.8% aqueous ammonia. The object fractions were collected and evaporated in vacuo. To the residue was added water and the mixture was lyophilized to give (2S,3R)-2-[[(2S)-2-amino-3-carbamoylpropionyl]amino]3-[[(1S)-1-carboxy-2-(3-indolyl)ethyl]amino]butyric acid (85 mg) as a pale brown powder.

Provenance & Evidence