77080-67-2

Basic information

• Product Name: (+/-)-2,16-didehydro-16-methoxycarbonyl-3-phenyl-14,15-dinoraspidospermidine
• Synonyms: (+/-)-2,16-didehydro-16-methoxycarbonyl-3-phenyl-14,15-dinoraspidospermidine
• CAS NO: 77080-67-2
• Molecular Weight: 388.51
• Mol File: 77080-67-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (+/-)-2,16-didehydro-16-methoxycarbonyl-3-phenyl-14,15-dinoraspidospermidine(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-2,16-didehydro-16-methoxycarbonyl-3-phenyl-14,15-dinoraspidospermidine(77080-67-2)
• EPA Substance Registry System: (+/-)-2,16-didehydro-16-methoxycarbonyl-3-phenyl-14,15-dinoraspidospermidine(77080-67-2)

Safety Data

• Hazardous Substances Data: 77080-67-2(Hazardous Substances Data)

Upstream product

• 922-63-4 ethylacrolein 
• 153000-65-8 2-<(methoxycarbonyl)methyl>-3-<2-(N^b-benzylamino)ethyl>indole 
• 123-72-8 butyraldehyde 
• 146681-75-6 2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-3-hydroxy-propionic acid methyl ester 
• 66859-30-1 methyl 3-benzyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole-5-carboxylate 
• 66859-22-1 methyl 1,2,3,4,5,6-hexahydroazepino<4,5-b>indole-5-carboxylate 
• 100-39-0 benzyl bromide 
• 77080-61-6 C₁₈H₂₂N₂O₂ 

Downstream Products

• 132751-10-1 trans-N^b-benzyl-16-(methoxycarbonyl)-14-ethyl-D-norcleavamine 
• 132751-10-1 cis-N^b-benzyl-16-(methoxycarbonyl)-14-ethyl-D-norcleavamine 

Relevant articles and documents

Synthesis of vinca alkaloids and related compounds. Part 101: A new convergent synthetic pathway to build up the aspidospermane skeleton. Simple synthesis of 3-oxovincadifformine and 3-oxominovincine. Attempts to produce 15β-hydroxyvincadifformine

A molecule with an indole skeleton, containing a latent acrylic ester function - acting as a diene - was produced from Nb-trityl-2-(hydroxy-methyl)-tryptamine and reacted with esters containing an aldehyde or aldehyde-equivalent structural unit, yielding 3-oxo-16,17-dihydro-Δ20-secodin-17-ol type intermediates from which dehydration, followed by [4+2]cycloaddition, furnished 3-oxovincadifformine and 3-oxominovincine. We also wished to apply the method to produce 15β-hydroxyvincadifformine, however, the appearance of a dimeric product with indole skeleton was observed instead of the expected cycloaddition.

Syntheses of Strychnan- and Aspidospermatan-Type Alkaloids. 9.1 The Enantioselective Generation of Tetracyclic ABCE Intermediates by a Tandem Condensation, [3,3]-Sigmatropic Rearrangement, and Cyclization Sequence

Reactions of substituted acroleins with the tryptophan-derived benzyl 2-(benzylamino)-3-[3-[2-[(methoxycarbonyl)methyl]indolyl]]propionate gave tetracyclic hexahydro-1H-pyrrolo[2,3-d] intermediates with stereoselective placement of substituents for cycliz

Studies in biomimetic alkaloid syntheses. 6. Alternative pathways to secodines and their acyclic enamino acrylate analogues. Total syntheses of desethylibophyllidine, D-Norvincadifformine, desethylvincadifformine, 20-methyldesethylvincadifformine, and 3-oxovincadifformine

-