(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one

Base Information

• Chemical Name: (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one
• CAS No.: 31520-95-3
• Molecular Formula: C₁₅H₁₇NO₂
• Molecular Weight: 243.305
• Mol file: 31520-95-3.mol

Synonyms:Ifflaiamine(7CI,8CI)

Chemical Property of (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one

Chemical Property:

• Melting Point: 128 - 129 °C
• Boiling Point: 334.5±42.0 °C(Predicted)
• PKA: -1.33±0.60(Predicted)
• PSA: 31.23000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 2.59700

Purity/Quality:

98.5% ^*data from raw suppliers

Ifflaiamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: This furanoquinoline alkaloid has been obtained from the bark of the Australian tree Flindersia ifflaiana. It is obtained in the form of a colourless gum which cannot be crystallized. The alkaloid is laevorotatory with [α]29D~~9 - 0.6° or [α]29D~~o - 3.6° (c 8.0, MeOH). From aqueous solvents, a crystalline hydrate is formed, m.p. 62-3°C. The ultraviolet spectrum in MeOH shows absorption maxima at 215, 236, 309 and 320 mil with a shoulder at 251 and an inflexion at 298 mil. A yellow crystalline picrate is known, m.p. 207-9°C. The probable structure obtained from infrared and NMR spectra, and dependent upon analogy with other alkaloids of this type, has been confirmed by the total synthesis of the (±)-form, m.p. 128-9°C.

Technology Process of (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one

There total 1 articles about (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-acetoxy-3-(1,1-dimethyl-allyl)-1-methyl-1H-quinolin-2-one (31536-31-9) → Ifflaiamin (18194-15-5,31520-95-3)

Guidance literature:

With hydrogen bromide; In acetic acid; at 20 ℃; for 26h;

DOI:10.1039/j39710000910

upstream raw materials:

4-acetoxy-3-(1,1-dimethyl-allyl)-1-methyl-1H-quinolin-2-one