1,4-Dioxane hydrochloride → HCID 44453366, compound

Participants

Reaction Steps

A 4 M HCl dioxane (2.0 mL) solution of (R)-1-(3-amino-4-hydroxybenzyl)-3-[[N-(2-(tert-butoxycarbonylamino)-5-trifluoromethylbenzoyl)glycyl]amino]pyrrolidine (20 mg) synthesized according to the method of Example 808 was stirred at room temperature overnight. The solution was concentrated, and the residue was then dissolved in methanol, loaded onto a VarianM SCX column, washed with methanol, subsequently eluted with a 2 M methanol solution of NH3, concentrated and then purified by preparative TLC (SiO2, ethyl acetate/methanol=4:1) to thereby provide (R)-1-(3-amino-4-hydroxybenzyl)-3-[[N-(2-amino-5-trifluoromethylbenzoyl)glycyl]amino]pyrrolidine (Compd. No. 2187) (9.6 mg, 59%). The purity was determined by RPLC/MS (86%). ESI/MS m/e 452.3 (M++H, C21H24F3N5O3).

Provenance & Evidence