112402-22-9

Upstream product

• 186581-53-3 diazomethane 
• 138188-62-2 9-benzyl-1-ethyl-4-hydroxy-β-carboline 
• 112402-20-7 ethyl N-<1-(1-benzyl-1H-indol-2-yl)propyl>-N-formylaminoacetate 
• 112402-21-8 9-benzyl-1-ethyl-2-formyl-4-oxo-1,2,3,4-tetrahydro-β-carboline 
• 138188-55-3 ethyl 2-methyl-3-oxo-3-(1-benzyl-1H-indol-2-yl)propionate 
• 138188-61-1 9-benzyl-1-ethyl-4-oxo-1,2,3,4-tetrahydro-β-carboline 
• 112402-19-4 N-<1-(1-benzyl-1H-indol-2-yl)propyl>formamide 
• 138188-56-4 1-(1-benzyl-1H-indol-2-yl)-1-propanone oxime 
• 112402-18-3 1-(1-benzyl-1H-indol-2-yl)-1-propanone 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 26585-14-8 crenatine 

Relevant academic research and scientific papers

Synthetic studies of indoles and related compounds. XXVII. A new synthesis of crenatine from ethyl indole-2-carboxylate

Crenatine (1a), which is a member of a new class of β-carboline alkaloids having an oxygen functionality at the 4-position, was synthesized starting from ethyl 1-benzylindole-2-carboxylate (12a) via cyclization of an elaborated C2-substituent to the 3-position of the indole nucleus and aluminum chloride-catalyzed debenzylation of the protected indolic nitrogen. 1-Ethyl-4-hydroxy-9-methyl-β-carboline (26b), a positional isomer of crenatine with regard to the methyl group, was also synthesized through the same methodology.

A NEW ROUTE TO 4-OXYGENATED β-CARBOLINES: THE TOTAL SYNTHESIS OF CRENATINE

Crenatine, a new type of β-carboline alkaloid having an oxygen function at its C4-position, was synthesized using ethyl 1-benzylindole-2-carboxylate as a starting material via cyclization of C2-substituent to C3-position of indole nucleus and AlCl3-catalyzed debenzylation for N-protected indoles.