4939-81-5

Upstream product

• 1260095-48-4 C₁₈H₁₈N₂O₃ 
• 1530-32-1 ethyltriphenylphosphonium bromide 
• 1260067-38-6 C₁₈H₂₀N₂O₃ 
• 1260067-35-3 C₂₀H₂₄N₂O₃S 
• 1260067-33-1 C₁₆H₁₈N₂O₃ 
• 1260067-22-8 C₂HF₃O₂*C₁₅H₁₆N₂O₃ 
• 1260067-20-6 C₂₉H₄₀N₂O₇ 
• 1218950-54-9 (1S,5R)-2-(tert-butoxycarbonyl)-6,6-(di-tert-butoxycarbonyl)-1,2,3,4,5,6-hexahydro-l,5-methanoazocino[4,3-b]indole-12-one 
• 74918-28-8 Condylocarpin-N_b-oxid 

Downstream Products

• 6711-69-9 tubotaiwine 

Relevant academic research and scientific papers

METHOD AND MEANS FOR MANUFACTURING TERPENE INDOLE ALKALOIDS

The complex chemistry underlying the extensive transformations involved in terpene indole alkaloid synthesis makes identification of the biosynthetic genes challenging. The present invention relates to methods for producing a terpene indole alkaloid derivative, comprising the steps of: (1) providing a terpene indole alkaloid; and (2) providing a first enzyme termed "Precondylocarpine Acetate Synthase" (PAS) or a functional variant or homologue thereof; and/or a second enzyme termed "Dehydroprecondylocarpine Acetate Synthase" (DPAS) or a functional variant or homologue thereof, and optionally providing further identified enzymes involved in this pathway. The invention also encompasses related kits, enzymes, expression vectors, host cells and plants.

Total synthesis of (+)-condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine

The first enantioselective total syntheses of indole alkaloids of the condylocarpine type are reported. (+)-Condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine were prepared in high enantiomeric purity (er > 99:1) from (1S,5R)-hexahydro-1,5-methano-1H-azocino[4,3-b]indole-12-one 7b by way of five or six isolated intermediates.