2-Amino-2-methyladamantane

Base Information

• Chemical Name: 2-Amino-2-methyladamantane
• CAS No.: 916592-46-6
• Molecular Formula: C₁₁H₁₉N
• Molecular Weight: 165.279
• Mol file: 916592-46-6.mol

Synonyms:2-Amino-2-methyladamantane;2-methyladamantan-2-amine

Chemical Property of 2-Amino-2-methyladamantane

Chemical Property:

• Boiling Point: 232.6±8.0 °C(Predicted)
• PKA: 10.92±0.20(Predicted)
• PSA: 26.02000
• Density: 0.999±0.06 g/cm3(Predicted)
• LogP: 2.86020

Purity/Quality:

95% ^*data from raw suppliers

2-AMINO-2-METHYLADAMANTANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Amino-2-methyladamantane

There total 3 articles about 2-Amino-2-methyladamantane 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: 83.0%

2-azido-2-methyladamantane → 2-methyladamantan-2-amine (916592-46-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2015.01.044

Reference yield:

2-Adamantanone (700-58-3) → 2-methyladamantan-2-amine (916592-46-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran; diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: sodium azide; trifluoroacetic acid / dichloromethane / 0 - 20 °C

3.1: lithium aluminium tetrahydride / diethyl ether / 5 h / Reflux

With lithium aluminium tetrahydride; sodium azide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/jm500598u

Reference yield:

2-methyladamantan-2-ol (702-98-7) → 2-methyladamantan-2-amine (916592-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; trifluoroacetic acid / dichloromethane / 0 - 20 °C

2: lithium aluminium tetrahydride / diethyl ether / 5 h / Reflux

With lithium aluminium tetrahydride; sodium azide; trifluoroacetic acid; In diethyl ether; dichloromethane;

DOI:10.1021/jm500598u

upstream raw materials:

2-Adamantanone

2-methyladamantan-2-ol

Refernces

• 1、 Kolocouris, Antonios,Koch, Andreas,Kleinpeter, Erich,Stylianakis, Ioannis. "2-Substituted and 2,2-disubstituted adamantane derivatives as models for studying substituent chemical shifts and C-Hax?Yax cyclohexane contacts - results from experimental and theoretical NMR spectroscopic chemical shifts and DFT structures". supporting information. p. 2463 - 2481. Retrieved 2015/03/30.
• 2、 Kolocouris, Antonios,Spearpoint, Philip,Martin, Stephen R.,Hay, Alan J.,Lopez-Querol, Marta,Sureda, Francesc X.,Padalko, Elizaveta,Neyts, Johan,De Clercq, Erik. "Comparisons of the influenza virus A M2 channel binding affinities, anti-influenza virus potencies and NMDA antagonistic activities of 2-alkyl-2-aminoadamantanes and analogues". scheme or table. p. 6156 - 6160. Retrieved 2009/09/06.