54725-63-2

Upstream product

• 81750-84-7 16,17,19,20-tetrahydro-17-methoxy-yohimban-21-one 
• 81750-86-9 19,20-didehydroyohimban-17-one 
• 81750-85-8 16,17,19,20-tetrahydro-17-methoxy-yohimban 
• 95727-42-7 dimethyl (20α)-18,19-didehydro-17-oxoyohimban-1,16-dicarboxylate 
• 81768-64-1 (20α)-18,19-didehydroyohimban-17-one 
• 64999-56-0 methyl (20α)-18,19-didehydro-17-oxoyohimban-16-carboxylate 
• 95712-59-7 dimethyl 19,20-didehydro-17-oxoyohimban-1,16-dicarboxylate 

Downstream Products

• 4109-62-0 (+/-)-19,20-dehydro-α-yohimbine 
• 4109-62-0 methyl (+/-)-19,20-didehydro-17β-hydroxy-yohimban-16β-carboxylate 
• 4109-62-0 (+/-)-19,20-didehydro-β-yohimbine 
• 4109-62-0 (+/-)-19,20-didehydroyohimbine 

Relevant academic research and scientific papers

Photocyclisation of Enamides. Part 27. Total Syntheses of(+/-)-Yohimbine, (+/-)-Alloyohimbine, and (+/-)-19,20-Didehydroyohimbines

Total syntheses of five indole alkaloids, (+/-)-yohimbine (10), (+/-)-alloyohimbine (11), and three (+/-)-19,20-didehydroyohimbines (15a, b, and c) (for the first time) were completed from a single common key intermediate (4) via a route involving the ste

TOTAL SYNTHESIS OF (+/-)-19,20-DEHYDROYOHIMBINES

The first total synthesis of three (+/-)-19,20-dehydroyohimbines (4), (5), and (6) was achieved according to the route involving regioselective acylation of 18,19-dehydroalloyohimbone (1) followed by selective migration of a double bond from the conjugated position to the unconjugated 19-20 position.