Reaction #1379892

Reaction equation

2,3-bis-tert-butoxycarbonylamino propionic acid benzyl ester

HCl

→

2,3-Diamino-propionic acid trihydrochloride

Solvents

acetonitrile

Conditions

Workup

1. 1
   OtherThe solvent was removed under vacuum
2. 2
   workup.ADDITIONthe mixture was diluted with ethyl acetate (100 ml) and water (50 ml)
3. 3
   OtherThe layers were separated
4. 4
   Otherthe aqueous layer was evaporated to dryness (1.23 g of a foam/syrup)

Procedure

A solution of 2,3-bis-tert-butoxycarbonylamino propionic acid benzyl ester (1.8 g), 4N aqueous HCl (40 ml), and acetonitrile (50 ml) was stirred for 18 hours at room temperature. The solvent was removed under vacuum, and the mixture was diluted with ethyl acetate (100 ml) and water (50 ml) and stirred for 15 minutes. The layers were separated and the aqueous layer was evaporated to dryness (1.23 g of a foam/syrup). 1H NMR (300 MHz): 3.2-3.5 (m, 2H), 4.2-4.35 (m, 1H), 5.13-5.25 (q, 2H, J=11.8, 3.1 Hz).

Source