17472-57-0

Basic information

• Product Name: 1-(1-Oxopropyl)aspidospermidine
• Synonyms: 1-(1-Oxopropyl)aspidospermidine;17-Demethoxypalosine
• CAS NO: 17472-57-0
• Molecular Formula: C22H30N2O
• Molecular Weight: 338.4864
• Mol File: 17472-57-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(1-Oxopropyl)aspidospermidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-Oxopropyl)aspidospermidine(17472-57-0)
• EPA Substance Registry System: 1-(1-Oxopropyl)aspidospermidine(17472-57-0)

Safety Data

• Hazardous Substances Data: 17472-57-0(Hazardous Substances Data)

Usage

Uses

Demethoxypalosine is used as a reactant in the preparation of (+)-vincadifformine(V756988), (-)-quebrachamine, (+)-aspidospermidine(V416500), (-)-aspidospermine, and (-)-pyrifolidine via diastereoselective intermolecular cycloaddition, amidation cascade, and Fischer indolization.

Upstream product

• 7013-58-3 (+)-aspidospermidine 
• 123-62-6 propionic acid anhydride 
• 19751-76-9 (+)-1,2-didehydroaspidospermidine 
• 4724-62-3 (3¹S,6aR,9aR)-6a-ethyloctahydro-1H-pyrrolo[3,2,1-ij]quinolin-9(2H)-one 
• 1263381-01-6 3-ethyl-5-bromo-2-pyrone 

Relevant articles and documents

Divergent Asymmetric Total Synthesis of (+)-Vincadifformine, (-)-Quebrachamine, (+)-Aspidospermidine, (-)-Aspidospermine, (-)-Pyrifolidine, and Related Natural Products

A uniformly strategic total synthesis of Aspidosperma alkaloids (+)-vincadifformine, (-)-quebrachamine, (+)-aspidospermidine, (-)-aspidospermine, (-)-pyrifolidine, and nine others from efficiently constructed tricyclic ketone 13 is reported. Highlights of these divergent and practical syntheses include (i) stereoselective intermolecular [4 + 2] cycloaddition to establish a C-E ring with one all-carbon quaternary stereocenter (C-5) and two bridged contiguous cis-stereocenters (C-12 and C-19), (ii) a Pd/C-catalyzed hydrogenation/deprotection/amidation cascade process to assemble the D ring, and (iii) Fischer indolization to forge the A-B ring.