6792-12-7

Upstream product

• 89118-01-4 methyl 4-acetyl-3-<3-iodopropyl>-1,2,3,3a,4,5-hexahydro-7H-pyrrolo(2,3-d)carbazole-6-carboxylate 
• 89121-07-3 minovincine ethylene ketal 
• 89118-28-5 methyl 3-(4-but-3-ene-2-one-yl)-1,2,3,4,5,6-hexahydroazepino(4,5-b)indole-5-carboxylate 
• 89117-96-4 methyl 4-acetyl-1,2,3,3a,4,5-hexahydro-7H-pyrrolo(2,3-d)carbazole-6-carboxylate 
• 89118-06-9 2-(3-{2-[(3-Chloro-propyl)-((E)-3-oxo-but-1-enyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester 
• 89118-20-7 C₂₁H₂₅ClN₂O₃ 
• 89117-99-7 methyl 4-acetyl-3-<3-chloropropyl>-1,2,3,3a,4,5-hexahydro-7H-pyrrolo(2,3-d)carbazole-6-carboxylate 
• 89129-14-6 3-((E)-2-Acetyl-5-chloro-pent-1-enyl)-1,2,3,4,5,6-hexahydro-azepino[4,5-b]indole-5-carboxylic acid methyl ester 
• 89118-04-7 2-(3-{2-[Benzyl-((E)-3-oxo-but-1-enyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester 
• 94846-81-8 1,2,3,4,5,5a,6,10b-Octahydro-azepino[4,5-b]indole-5-carboxylic acid methyl ester 
• 89118-22-9 C₂₃H₂₉N₂O₄⁽¹⁺⁾*Cl^(1-) 
• 89118-23-0 C₂₁H₂₅N₂O₃⁽¹⁺⁾*Cl^(1-) 
• 89117-97-5 methyl 4-acetyl-3-benzyl-1,2,3,3a,4,5-hexahydro-7H-pyrrolo(2,3-d)carbazole-6-carboxylate 
• 89118-11-6 6-Chloro-3-phenylsulfanylmethyl-hexan-2-one 

Relevant academic research and scientific papers

Synthesis of Vinca Alkaloids and Related Compounds. 90.1 New Results in the Synthesis of Alkaloids with the Aspidospermane Skeleton. First Total Synthesis of (±)-3-Oxominovincine

The tryptamine derivative 1 readily reacted with methyl 4-acetyl-5-bromopent-4-enoate (9) that had been built up from 2,4-pentanedione. On intramolecular dehydration and subsequent [4 + 2] cycloaddition, the reaction product 10 gave the epimers 12 and 13 having the D-secoaspidospermane skeleton. Compound 12 directly and 13 after epimerization yielded (±)-3-oxominovincine (14). Regioselective reduction of 14 furnished (±)-minovincine (17).

Synthesis of vinca alkaloids and related compounds. Part 102: Simple synthesis and ring transformation of (±)-minovincine. First synthesis of (±)-vincaminine

A molecule with an indole skeleton, containing a latent acrylic ester function - acting as a diene - readily reacted with benzoic acid (4-bromomethylene-5-oxo)hexyl ester that had been built up from pentane-2,4-dione. Dehydration of the enamine and subseq

STUDIES IN BIOMIMETIC ALKALOID SYNTHESES-10. THE SYNTHESYS OF A 19-OXOSECODINE AND ITS CYCLIZATION TO MINOVINCINE

The synthesis, isolation and characterization of 19-oxo Δ20,21 secodine (2) is described.This compound is first example of a stabilized, potentially reactive secodine intermediate in alkaloid synthesis.It cyclized to minovincine (1) in 77 perce

Studies in biomimetic alkaloids syntheses - 9. Two total syntheses of minovincine

Condensation of methyl 1,2,3,4,5,6-hexahydroazepino[4,5-b]indole-5-carboxylate with the ethylene ketal of 2-acetyl-5-chloropentanal, followed by reactions with triethylamine and aqueous acid gave minovincine. Alternatively, a condensation of the indoloaze