3aH-Furo(2,3-b)indol-3a-ol, 8a-((1S,2S,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)oct-2-yl)-2,3,8,8a-tetrahydro-, (3aR,8aS)-

Base Information

• Chemical Name: 3aH-Furo(2,3-b)indol-3a-ol, 8a-((1S,2S,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)oct-2-yl)-2,3,8,8a-tetrahydro-, (3aR,8aS)-
• CAS No.: 464-85-7
• Molecular Formula: C₁₉H₂₄N₂O₂
• Molecular Weight: 312.412
• European Community (EC) Number: 207-357-3
• UNII: 52XI366326
• Wikidata: Q27261026
• Mol file: 464-85-7.mol

Synonyms:quinamine

Chemical Property of 3aH-Furo(2,3-b)indol-3a-ol, 8a-((1S,2S,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)oct-2-yl)-2,3,8,8a-tetrahydro-, (3aR,8aS)-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 185.5℃
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 487.7°Cat760mmHg
• PKA: 12.79±0.40(Predicted)
• Flash Point: 248.7°C
• PSA: 44.73000
• Density: 1.28g/cm³
• LogP: 2.38860
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 312.183778013
• Heavy Atom Count: 23
• Complexity: 512

Purity/Quality:

99% ^*data from raw suppliers

Quinamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC1CN2CCC1CC2C34C(CCO3)(C5=CC=CC=C5N4)O
• Isomeric SMILES: C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@]34[C@@](CCO3)(C5=CC=CC=C5N4)O

Technology Process of 3aH-Furo(2,3-b)indol-3a-ol, 8a-((1S,2S,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)oct-2-yl)-2,3,8,8a-tetrahydro-, (3aR,8aS)-

There total 3 articles about 3aH-Furo(2,3-b)indol-3a-ol, 8a-((1S,2S,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)oct-2-yl)-2,3,8,8a-tetrahydro-, (3aR,8aS)- 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:

(+)-cinchonamine (482-28-0) → quinamine (464-85-7,464-86-8,77549-88-3)

Guidance literature:

With peracetic acid;

DOI:10.1021/ja01161a543

Reference yield:

peracetic acid (79-21-0) + (+)-cinchonamine (482-28-0) → quinamine (464-85-7,464-86-8,77549-88-3)

Guidance literature:

DOI:10.1021/ja01161a543

Reference yield:

quinamine (464-85-7,464-86-8,77549-88-3) → (3aΞ,8aΞ)-8a-((1S)-5endo-vinyl-quinuclidine-2endo-yl)-2,3,8,8a-tetrahydro-furo[2,3-b]indol-3a-ol (464-85-7,464-86-8,77549-88-3)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

(+)-cinchonamine

peracetic acid

quinamine

Downstream raw materials:

cinchonaminone

(3aΞ,8aΞ)-8a-((1S)-5endo-ethyl-quinuclidine-2exo-yl)-2,3,8,8a-tetrahydro-furo[2,3-b]indol-3a-ol

(+)-cinchonamine

(3aΞ,8aΞ)-8a-((1S)-5endo-vinyl-quinuclidine-2endo-yl)-2,3,8,8a-tetrahydro-furo[2,3-b]indol-3a-ol