HCID 14556109, compound → HCID 9842268, compound

Participants

Reaction Steps

(-)-β-[(2-Amino-1-naphthalenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid (-)-1-(p-hydroxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline, 4.9 g (0.0077 mol) was decomposed in 60 mL of 1N HCl. The resulting suspension was extracted with ethyl acetate (3×100 mL). The combined ethyl acetate solutions were dried (MgSO4) and removal of the solvent gave 2.9 g of crude (-)-β-[(2-amino-1-naphthalenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid. Recrystallization from CHCl3 (10 mL) overnight afforded 2.37 g (82.8%) of (-)-β-[(2-amino-1-naphthalenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid, mp 142°-144°. The analytical sample was recrystallized from benzene, mp 143°-145°, [α]D25 -268.32° (C 0.476, MeOH.

Provenance & Evidence