4-Aminobicyclo[2.2.2]octane-1-carboxylic acid

Base Information

• Chemical Name: 4-Aminobicyclo[2.2.2]octane-1-carboxylic acid
• CAS No.: 13595-17-0
• Molecular Formula: C9H15 N O2
• Molecular Weight: 169.224
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID80159601
• Nikkaji Number: J1.740.596I
• Mol file: 13595-17-0.mol

Synonyms:4-aminobicyclo(2,2,2)octane-1-carboxylic acid

Chemical Property of 4-Aminobicyclo[2.2.2]octane-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.000304mmHg at 25°C
• Boiling Point: 298.3°Cat760mmHg
• PKA: 4.52±0.10(Predicted)
• Flash Point: 134.2°C
• PSA: 63.32000
• Density: 1.279g/cm³
• LogP: 1.82300
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 169.110278721
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

98%min ^*data from raw suppliers

4-Aminobicyclo[2.2.2]octane-1-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2(CCC1(CC2)C(=O)O)N
• Uses: 4-Aminobicyclo[2.2.2]octane-1-carboxylic Acid can be used in the preparation of AA-115/APG-115, potent and orally active murine double minute 2 inhibitor useful in cancer treatment. It can be useful in structure activity optimization of 6H-?pyrrolo[2,?3-?e]?[1,?2,?4]?triazolo[4,?3-?a]?pyrazines as Jak1 kinase inhibitors. It may also be useful in the preparation of PI3Kγ inhibitors.

Technology Process of 4-Aminobicyclo[2.2.2]octane-1-carboxylic acid

There total 8 articles about 4-Aminobicyclo[2.2.2]octane-1-carboxylic acid 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-(ethoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid (834-50-4) → 4-amino-bicyclo[2.2.2]octane-1-carboxylic acid (13595-17-0)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; chlorocarbonic acid ethyl ester; NH₃

2: ethanolic sodium ethylate; bromine

3: aqueous HCl

With hydrogenchloride; ammonia; bromine; sodium ethanolate; chloroformic acid ethyl ester; triethylamine;

DOI:10.3758/BF03211828

Reference yield:

methyl 4-isocyanatobicyclo[2.2.2]octane-1-carboxylate → 4-amino-bicyclo[2.2.2]octane-1-carboxylic acid (13595-17-0)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 12h;

Reference yield:

4-ethoxycarbonylamino-bicyclo[2.2.2]octane-1-carboxylic acid ethyl ester (788-71-6) → 4-amino-bicyclo[2.2.2]octane-1-carboxylic acid (13595-17-0)

Guidance literature:

With hydrogenchloride;

DOI:10.3758/BF03211828

upstream raw materials:

4-ethoxycarbonylamino-bicyclo[2.2.2]octane-1-carboxylic acid ethyl ester

4-(ethoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid

Bicyclo<2.2.2.>octan-1,4-dicarbonsauere-ethylester

ethyl 1-(aminocarbonyl)bicyclo<2.2.2>octane-4-carboxylate

Downstream raw materials:

(4-aminobicyclo[2.2.2]octan-1-yl)methanol

ethyl 4-aminobicyclo[2.2.2]octane-1-carboxylate