ethyl (2S*,3R*)-2-amino-3-hydroxy-4-methyl-pentanoate → Npc168081

Participants

Reaction Conditions

Reaction Steps

In a 35 ml microwave vial, ethyl (2S*,3R*)-2-amino-3-hydroxy-4-methyl-pentanoate (0.232 g, 1.33 mmol) was dissolved in a 6.0 M HCl aqueous solution (25 mL) and stirred at 130° C. for 1 h. The reaction mixture was extracted with Et2O (3×15 mL), the aqueous phase was concentrated under reduced pressure resulting in a white solid (0.23 g, 81%), which was used without further purification in the following step. MS (ESI) m/z: 148 [M−H]+; (ESI) m/z: 146 [M−H]−. 1H NMR (DMSO-d6) δ 0.87 (d, J=6.64 Hz, 3H), 0.93 (d, J=6.50 Hz, 3H), 1.74 (tq, J=5.79, 6.46, 11.64 Hz, 1H), 3.51-3.60 (m, 1H), 3.92 (s, 1H), 5.76 (s, 1H), 8.12 (s, 3H), 13.72 (s, 1H) [see also Tetrahedron 2001, 57, 8267-8276].

Provenance & Evidence