Betuligenol derivative with growth inhibition and antifeedant activity.

Betuligenol derivative with growth inhibition and antifeedant activity.

Bioorganic & medicinal chemistry letters (2004-03-18)

Sunil K Chattopadhyay, Sachin Srivastava, Koneni V Sashidhara, Arun K Tripathi, Asish K Bhattacharya, Arvind S Negi

ABSTRACT

The title chiral amine, 3-(4-methoxyphenyl)-1-methylpropylamine 5 has been synthesized from naturally abundant betuligenol 1 in three steps and also in good yield. Furthermore, the versatile intermediate 3 could be manipulated for the preparation of chiral disulphide 7. The amine derivative 5 prepared from (-)-betuligenol showed significant growth inhibition and antifeedant activity.

MATERIALS

Product Number

Brand

Product Description

W258806

Sigma-Aldrich

4-(4-Hydroxyphenyl)-2-butanone, ≥98%, FCC, FG

W258814

Sigma-Aldrich

4-(4-Hydroxyphenyl)-2-butanone, natural, ≥98%, FCC, FG

178519

Sigma-Aldrich

4-(4-Hydroxyphenyl)-2-butanone, 99%