Synthesis of Gossypol Analogues

✍ Scribed by Vassil I. Ognyanov; Orlin S. Petrov; Emil P. Tiholov; Nikola M. Mollov

• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: German
• Weight: 499 KB
• Volume: 72
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19890720221

✦ Synopsis

JMS 0300 apparatus.

1. 1-Isopropyl-2.3-dimethoxybenzene (4a).

To a s o h of 3a (Aldrich; I00 g, 0.66 mol) in acetone (1 1) and Me2S04 (192.5 ml, 2.03 mol), K,CO, (280 g, 2.03 mol) was added, and the mixture was refluxed with stirring under N, for 45 h. After addition of H,O (1 I), heating was continued for 20 min, the org. solvent evaporated, and the residue extracted with Et20 (5 x 300 ml). The combined org. extracts were washed with 5 % NaOH soh. and H20, ') Attempted deprotection of l l a with Br3B [I31 failed