2912-26-7

Basic information

• Product Name: 1,2-Didehydro-17-methoxyaspidospermidine
• Synonyms: (+)-N-Deacetyl-1,2-didehydroaspidospermine;1,2-Didehydro-17-methoxyaspidospermidine;17-Methoxyeburenine
• CAS NO: 2912-26-7
• Molecular Formula: C₂₀H₂₆N₂O
• Molecular Weight: 310.43324
• Mol File: 2912-26-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Didehydro-17-methoxyaspidospermidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Didehydro-17-methoxyaspidospermidine(2912-26-7)
• EPA Substance Registry System: 1,2-Didehydro-17-methoxyaspidospermidine(2912-26-7)

Safety Data

• Hazardous Substances Data: 2912-26-7(Hazardous Substances Data)

Upstream product

• 109576-60-5 19-oxoquebrachamine 
• 4724-62-3 (3¹S,6aR,9aR)-6a-ethyloctahydro-1H-pyrrolo[3,2,1-ij]quinolin-9(2H)-one 
• 6971-45-5 2-methoxyphenylhydrazine hydrochloride 
• 1263381-01-6 3-ethyl-5-bromo-2-pyrone 
• 503000-58-6 N-(6a-ethyl-decahydro-pyrrolo[3,2,1-ij]quinolin-9-ylidene)-N'-(2-methoxy-phenyl)-hydrazine 

Downstream Products

• 2447-50-9 (+)-deacetylaspidospermine 
• 466-46-6 vallesine 
• 466-49-9 aspidospermine 

Relevant articles and documents

Enantioselective Synthesis of (-)-Vallesine: Late-Stage C17-Oxidation via Complex Indole Boronation

The first enantioselective total synthesis of (-)-vallesine via a strategy that features a late-stage regioselective C17-oxidation followed by a highly stereoselective transannular cyclization is reported. The versatility of this approach is highlighted by the divergent synthesis of the archetypal alkaloid of this family, (+)-aspidospermidine, and an A-ring-oxygenated derivative, (+)-deacetylaspidospermine, the precursor to (-)-vallesine, from a common intermediate.

Total synthesis of (-)-aspidospermine via diastereoselective ring-closing olefin metathesis

(Matrix presented) An enantiocontrolled total synthesis of (-)-aspidospermine has been achieved. The key element of the strategy is the diastereoselective construction of the quaternary stereogenic center employing 1,4-asymmetric induction during the ring-closing olefin metathesis.