C. Saha et al., A NEW SYNTHESIS OF 4-DEOXYCARBAZOMYCIN-B AND ITS ANTIMICROBIAL PROPERTIES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 35(7), 1996, pp. 677-680
A new synthesis 4-deoxycarbazomycin B (3) has ben achieved using Japp-
Klingemann reaction for the preparation of the required hydrazone 12 s
tarting from the amine hydrochloride 9 and 2-hydroxymethylenecyclohexa
none 11. The hydrazone 12 on indolisation with cone. HCl and AcOH furn
ishes the keto-tetrahydrocarbazole 13 which on Wolff-Kishner reduction
followed by dehydrogenation with Pd/C affords 3. A new method for the
synthesis of the starting amine hydrochloride 9 has been developed. C
ompound 3 shows significant inhibitory activity against various gram-p
ositive and gram-negative bacteria.