Triethylamine → HCID 178462025, compound

Participants

Reaction Steps

To a mixture of 2S,3R)-2-amino-3-[[(1S)-1-carboxy-2-(4-imidazolyl)ethyl]amino]butyric acid (400 mg) and triethylamine (0.70 ml) in a mixture of water (10 ml) and dioxane (10 ml) was added (2S)-6-benzyloxycarbonylamino-2-t-butoxycarbonylaminohexanoic acid (894 mg) at 5° C. and the mixture was stirred in an ice-bath for 3 hours. The volatile solvent was evaporated in vacuo and the residue was adjusted to pH 4 with 1N hydrochloric acid. The mixture was subjected to a column of "Diaion HP-20" (80 ml). After the column was washed with water, the elution was carried out with a mixture of methanol and water (3:7-8:2) and the object fractions were collected and evaporated in vacuo. The residue was solidified with a mixture of methanol and ether to give (2S,3R)-2-[[(2S)-6-benzyloxycarbonylamino-2-t-butoxycarbonylaminohexanoyl]amino]-3-[[(1S)-1-carboxy-2-(4-imidazolyl)ethyl]amino]butyric acid (786 mg) as a white powder.

Provenance & Evidence