157670-09-2

Upstream product

• 88210-96-2 5,6-dimethoxyindole-2-carboxylic acid 
• 690639-23-7 methyl 2-azido-3-(3',4'-dimethoxyphenyl)-propenoate 
• 14430-23-0 5,6-dimethoxyindole 
• 28059-24-7 methyl 5,6-dimethoxy-1H-indole-2-carboxylate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 17279-30-0 (S)-(-)-α-methylbenzylamine hydrochloride 
• 61751-67-5 cloruro dell'acido 5,6-dimetossindol-3-gliossilico 

Downstream Products

• 157670-10-5 [2-(5,6-Dimethoxy-1H-indol-3-yl)-ethyl]-((S)-1-phenyl-ethyl)-amine 
• 157670-11-6 (R)-6,7-Dimethoxy-1-methyl-2-((S)-1-phenyl-ethyl)-2,3,4,9-tetrahydro-1H-β-carboline 

Relevant academic research and scientific papers

The synthesis of roeharmine and (-)-1,2,3,4-tetrahydroroeharmine

The total synthesis of roeharmine 1 as well as an enantiospecific synthesis of (-)-1,2,3,4-tetrahydroroeharmine 2 has been achieved via the Pictet-Spengler reaction as a key step. The optical rotation of synthetic (- )-2 was found to be higher than that reported for the natural product. A possible mechanism for the racemization of 2 upon exposure to acid has been proposed and serves as a warning to alkaloid chemists who isolate ring-A alkoxylated indole alkaloids under acidic conditions.