64657-19-8

Upstream product

• 536742-36-6 Imidazole-1-carbothioic acid O-((3aS,3bS,5R,7aR,7bS,8R,11aS,11bS)-2,2,3b,5,7b,11,11-heptamethyl-7-oxo-5-vinyl-dodecahydro-1,3,4-trioxa-cyclopenta[l]phenanthren-8-yl) ester 
• 536742-37-7 Thiocarbonic acid O-((3aS,3bS,5R,7aR,7bS,8R,11aS,11bS)-2,2,3b,5,7b,11,11-heptamethyl-7-oxo-5-vinyl-dodecahydro-1,3,4-trioxa-cyclopenta[l]phenanthren-8-yl) ester O-phenyl ester 
• 536742-34-4 (2S,7S,13S,6R,9R,11R,14R)-14-acetyloxy-4,4,7,9,13,17,17-heptamethyl-3,5,8-trioxa-9-vinyltetracyclo[11.4.0.0^2,6.0^7,12]heptadec-11-yl acetate 
• 536742-38-8 Dithiocarbonic acid O-((3aS,3bS,5R,7aR,7bS,8R,11aS,11bS)-2,2,3b,5,7b,11,11-heptamethyl-7-oxo-5-vinyl-dodecahydro-1,3,4-trioxa-cyclopenta[l]phenanthren-8-yl) ester S-methyl ester 
• 536742-35-5 (1S,6S,12S,2R,11R,14R,16R)-1,4,4,8,8,12,16-heptamethyl-3,5,17-trioxa-16-vinyltetracyclo[11.4.0.0^2,6.0^7,12]heptadecane-11,14-diol 
• 537038-62-3 (2S,7S,13S,6R,9R,14R)-14-hydroxy-4,4,7,9,13,17,17-heptamethyl-3,5,8-trioxa-9-vinyltetracyclo[11.4.0.0^2,6.0^7,12]heptadecan-11-one 
• 157201-96-2 (1S,7S,9S,3R,5R,8R,14R)-14-acetyloxy-8,9-dihydroxy-1,5,7,11,11-pentamethyl-6-oxa-5-vinyltricyclo[8.4.0.0^2,7]tetradec-3-yl acetate 
• 125107-82-6 (2S,7S,13S,6R,9R)-4,4,7,9,13,17,17-heptamethyl-3,5,8-trioxa-9-vinyltetracyclo[11.4.0.0^2,60^7,12]heptadecan-11-one 

Downstream Products

• 64657-18-7 1,9-dideoxyforskolin 
• 64657-20-1 7-deacetylforskolin 

Relevant academic research and scientific papers

Synthetic transformation of ptychantin into forskolin and 1,9-dideoxyforskolin

Forskolin (1), a highly oxygenated labdane diterpenoid and an activator of adenylate cyclase, has been synthesized in 12 steps and 12% overall yield from ptychantin A (4), which has been isolated from liverwort Ptychanthus striatus in good yield. The 1α-hydroxy group was furnished by stereoselective reduction of the corresponding carbonyl group by sodium in t-BuOH. The 9α-hydroxy group was introduced stereoselectively by epoxidation of Δ9.11-enolether. 1,9-Dideoxyforskolin (2), an inhibitor of glucose transporter, has been synthesized in 8 steps and 37% overall yield. The hydroxy group at C-1 was removed by solid-state thicarbonylimidazolation and subsequent radical cleavage.

First synthesis of 1,9-dideoxyforskolin from ptychantin A

1,9-Dideoxyforskolin 2 has been synthesized starting from ptychantin A 3.