(1s,2r,5s)-2-Aminomethyl-5-vinylquinuclidine

Base Information

• Chemical Name: (1s,2r,5s)-2-Aminomethyl-5-vinylquinuclidine
• CAS No.: 290817-84-4
• Molecular Formula: C10H18N2
• Molecular Weight: 166.266
• European Community (EC) Number: 608-310-3
• DSSTox Substance ID: DTXSID201176076
• Nikkaji Number: J1.340.055E,J2.859.461E
• Mol file: 290817-84-4.mol

Synonyms:290817-84-4;(1s,2r,5s)-2-aminomethyl-5-vinylquinuclidine;SCHEMBL3179801;DTXSID201176076;AKOS006311615;(1S,2S,4S,5R)-5-Ethenyl-1-azabicyclo[2.2.2]octane-2-methanamine

Chemical Property of (1s,2r,5s)-2-Aminomethyl-5-vinylquinuclidine

Chemical Property:

• Vapor Pressure: 0.043mmHg at 25°C
• Boiling Point: 238.188°C at 760 mmHg
• Flash Point: 90.815°C
• PSA: 29.26000
• Density: 1.014g/cm³
• LogP: 1.47970
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 166.146998583
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

95% ^*data from raw suppliers

(1S,2R,5S)-2-AMINOMETHYL-5-VINYLQUINUCLIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1CN2CCC1CC2CN
• Isomeric SMILES: C=C[C@H]1CN2CC[C@H]1C[C@H]2CN

Technology Process of (1s,2r,5s)-2-Aminomethyl-5-vinylquinuclidine

There total 2 articles about (1s,2r,5s)-2-Aminomethyl-5-vinylquinuclidine 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:

C28H31N2P → (1S,2S,4S,5R)-2-(aminomethyl)-5-vinyl-1-azabicyclo-[2.2.2]octane (290817-84-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4020(00)00330-6

Reference yield:

(1S,2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-ylmethylammonium N-{(1S,2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-ylmethyl}carbamate → (1S,2S,4S,5R)-2-(aminomethyl)-5-vinyl-1-azabicyclo-[2.2.2]octane (290817-84-4)

Guidance literature:

Thermolysis;

DOI:10.1002/ejoc.200300211

Reference yield: 94.0%

benzyl chloroformate (501-53-1,94274-21-2) + (1S,2S,4S,5R)-2-(aminomethyl)-5-vinyl-1-azabicyclo-[2.2.2]octane (290817-84-4) → (1S,2S,4S,5R)-2-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-ylmethyl)imidodicarbonic acid 1,3 di-benzyl ester

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201301286

Downstream raw materials:

(1S,2S,4S,5R)-2-(N-(isopropyl)aminomethyl)-5-ethyl-1-azabicyclo[2.2.2]octane

1-{3,5-bis(trifluoromethyl)phenyl}-3-{(2S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-ylmethyl}thiourea

1-{3,5-bis(trifluoromethyl)phenyl}-3-{(2S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-ylmethyl}urea

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