(S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine

Base Information

• Chemical Name: (S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine
• CAS No.: 168960-95-0
• Molecular Formula: C₂₀H₂₅N₃O
• Molecular Weight: 323.438
• ChEMBL ID: CHEMBL3747587
• Nikkaji Number: J2.101.354D,J2.643.216B
• Mol file: 168960-95-0.mol

Synonyms:168960-95-0;(S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine;CHEMBL3747587;SCHEMBL17044738;AKOS015919320;(8,9S)-6'-Methoxy-cinchonan-9-amine;A811040;(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methanamine;9-amino-(9-deoxy)-epi-quinine

Chemical Property of (S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine

Chemical Property:

• Boiling Point: 484.846 °C at 760 mmHg
• PKA: 9.42±0.70(Predicted)
• Flash Point: 247.026 °C
• PSA: 51.38000
• Density: 1.187 g/cm³
• LogP: 3.77780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 323.199762429
• Heavy Atom Count: 24
• Complexity: 456

Purity/Quality:

99% ^*data from raw suppliers

9-Amino(9-deoxy)epi-quininetrihydrochloride 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)N
• Isomeric SMILES: COC1=CC2=C(C=CN=C2C=C1)[C@@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)N

Technology Process of (S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine

There total 1 articles about (S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine 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: 55.0%

quinine (130-95-0) → (S)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanamine (1381884-75-8,168960-95-0)

Guidance literature:

quinine; With di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine; In tetrahydrofuran; at 0 - 50 ℃; Inert atmosphere;

With water; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1002/chem.201801433

Reference yield: 32.0%

(S)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanamine (1381884-75-8,168960-95-0) + 3,5-bistrifluoromethylphenylisothiocyanate (23165-29-9) → C29H28F6N4OS (852913-16-7)

Guidance literature:

In dichloromethane; at 0 - 20 ℃;

DOI:10.3998/ark.5550190.0012.930

upstream raw materials:

quinine

Downstream raw materials:

C₂₉H₂₈F₆N₄OS

Refernces

• 1、 Gavin, Declan P.,Stephens, John C.. "Organocatalytic enantioselective Michael addition of β-diketones to β-nitrostyrene: The first Michael addition of dipivaloylmethane to an activated olefin". experimental part. p. 407 - 421. Retrieved 2011/08/07.