15622-69-2

Basic information

• Product Name: (+)-2,3-Didehydro-20-oxoaspidospermidine-3-carboxylic acid methyl ester
• Synonyms: (+)-2,3-Didehydro-20-oxoaspidospermidine-3-carboxylic acid methyl ester;(+)-Minovincine
• CAS NO: 15622-69-2
• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.42686
• Mol File: 15622-69-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (+)-2,3-Didehydro-20-oxoaspidospermidine-3-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-2,3-Didehydro-20-oxoaspidospermidine-3-carboxylic acid methyl ester(15622-69-2)
• EPA Substance Registry System: (+)-2,3-Didehydro-20-oxoaspidospermidine-3-carboxylic acid methyl ester(15622-69-2)

Safety Data

• Hazardous Substances Data: 15622-69-2(Hazardous Substances Data)

Upstream product

• 89118-16-1 ethylene ketal of methyl 2-acetyl-5-chloropentanoate 
• 89118-12-7 phenyl 2-acetyl-5-chloro-1-pentenyl sulfoxide 
• 89118-10-5 6-Chloro-3-[1-phenylsulfanyl-meth-(E)-ylidene]-hexan-2-one 
• 89118-11-6 6-Chloro-3-phenylsulfanylmethyl-hexan-2-one 
• 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 
• 89118-04-7 2-(3-{2-[Benzyl-((E)-3-oxo-but-1-enyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester 
• 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 
• 89117-99-7 methyl 4-acetyl-3-<3-chloropropyl>-1,2,3,3a,4,5-hexahydro-7H-pyrrolo(2,3-d)carbazole-6-carboxylate 
• 89118-20-7 C₂₁H₂₅ClN₂O₃ 
• 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 
• 89117-96-4 methyl 4-acetyl-1,2,3,3a,4,5-hexahydro-7H-pyrrolo(2,3-d)carbazole-6-carboxylate 

Relevant articles and documents

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

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).