Uses
1-(2-Amino-5-hydroxyphenyl)propan-1-one is a useful synthetic intermediate. It is used in the asymmetrical synthesis of (S)-4-ethyl-6,7,8,10- tetrahydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione, a key intermediate for synthesis of irinotecan and other camptothecin analogs. It is also used in the synthesis of E-?ring-?modified (RS)?-?camptothecin analogs as antitumor agents.
Preparation
Obtained by UV-irradiation of 3-ethyl-2,1-benzisoxazole in 66% sulfuric acid for 90 min at 80–90°
Also prepared from 2-nitro-5-hydroxybenzaldehyde (five steps) or from p-anisidine.
