Water → Hydrochloric Acid

Participants

Reaction Steps

In a manner analogous to that described in Stage 25.3, from 1.44 g (2.38 mmol) of N-tert.-butoxycarbonyl-L-alanine-3-{2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-acetylamino}-2-hydroxypropylamide, containing 0.21 mol of water, in 40 ml of ethyl acetate, with 40 ml of approximately 5N hydrochloric acid in ethyl acetate (2.5 hours, 0°), there is obtained L-alanine-3-{2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-acetylamino}-2-hydroxypropylamide hydrochloride in the form of yellowish crystals that decompose at 153° and above (made into a suspension from hot ethyl acetate) and contain 0.17 mol of water; [α]D20 =+5.8°±1.0° (c=1.043; methanol), Rf =0.22 (chloroform:methanol =7:3).

Provenance & Evidence