3-Aminotropane

Base Information

• Chemical Name: 3-Aminotropane
• CAS No.: 98998-25-5
• Molecular Formula: C8H16N2
• Molecular Weight: 140.228
• Hs Code.: 2933998090
• Mol file: 98998-25-5.mol

Synonyms:Tropane,3-amino- (6CI);(8-Methyl-8-azabicyclo[3.2.1]oct-3-yl)amine;3-Amino-8-methyl-8-azabicyclo[3.2.1]octane;8-Methyl-8-azabicyclo[3.2.1]octan-3-amine;

Chemical Property of 3-Aminotropane

Chemical Property:

• Vapor Pressure: 0.843mmHg at 25°C
• Melting Point: 124-125 °C(Solv: ethyl ether (60-29-7))
• Refractive Index: 1.507
• Boiling Point: 181.649 °C at 760 mmHg
• PKA: 11.03±0.40(Predicted)
• Flash Point: 60.798 °C
• PSA: 29.26000
• Density: 0.99 g/cm³
• LogP: 1.20850
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99%, ^*data from raw suppliers

8-Methyl-8-azabicyclo[3.2.1]octan-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Aminotropane

There total 2 articles about 3-Aminotropane 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: 74.0%

tropinone oxime (1515-26-0,14587-46-3) → (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine (98998-25-5)

Guidance literature:

With sodium; In pentan-1-ol; at 20 - 130 ℃; for 18h;

Reference yield:

tropinone (532-24-1) → (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine (98998-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium hydrogencarbonate / water / 24.5 h / Reflux

2: ethanol; sodium / 4 h / Reflux

With ethanol; hydroxylamine hydrochloride; sodium; sodium hydrogencarbonate; In water;

DOI:10.1016/j.bmc.2016.06.038

Reference yield: 52.0%

1-(4-methoxybenzyl)-3-(2-oxoethyl)-3a,7a-dihydro-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester + (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine (98998-25-5) → 3-[2-((8-methyl-8-azabicyclo[3,2,1]octan-3-yl)amino)ethyl]-1-(4-methoxybenzyl)-3a,7a-dihydro-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester

Guidance literature:

1-(4-methoxybenzyl)-3-(2-oxoethyl)-3a,7a-dihydro-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester; (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine; With acetic acid; In methanol; at 20 ℃; for 1h;

With sodium cyanoborohydride; In methanol; at 20 ℃;

upstream raw materials:

tropinone oxime

tropinone

Downstream raw materials:

2-(8-Methyl-8-aza-bicyclo[3.2.1]oct-3-ylamino)-N-(2,4,6-trimethyl-phenyl)-acetamide

Refernces

• 1、 Stefanowicz, Jacek,S?owiński, Tomasz,Wróbel, Martyna Zofia,Herold, Franciszek,Gomó?ka, Anna Edyta,Weso?owska, Anna,Jastrz?bska-Wi?sek, Magdalena,Partyka, Anna,Andres-Mach, Marta,Czuczwar, Stanis?aw Jerzy,?uszczki, Jarogniew Jacek,Zagaja, Miros?aw,Siwek, Agata,Nowak, Gabriel,?o?nierek, Maria,B?czek, Tomasz,Ulenberg, Szymon,Belka, Mariusz,Tur?o, Jadwiga. "Synthesis and biological investigation of new equatorial (β) stereoisomers of 3-aminotropane arylamides with atypical antipsychotic profile". supporting information. p. 3994 - 4007. Retrieved 2016/08/23.