Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane

Base Information

• Chemical Name: Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane
• CAS No.: 76272-41-8
• Molecular Formula: C₉H₁₈N₂
• Molecular Weight: 154.255
• Hs Code.: 2933990090
• Mol file: 76272-41-8.mol

Synonyms:9-METHYL-9-AZA-BICYCLO[3,3,1]NON-3-YL-AMINE;Endo-3-Amine-9-Methyl-Azabicyc;9-methyl-9-azabicyclo[3.3.1]nonane-3-amine;1-AMINO-9-METHYL-9-AZABICYCLO[3,3,1]-NONANE;do-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane;Endo-9-Methy-9-Azabicyclo[3,31]Nonan-3-Amine;9-Methyl-9-azabicyclo[3.3.1]nonylamine;ENDO-3-AMINE-9-METHYL-9-AZABICYCLO[3,3,1]NONAN;endo-granatamine;endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine;Granisetron IMpurity E (free base);EMANA;(3-endo)-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine;

Chemical Property of Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane

Chemical Property:

• Boiling Point: 200.9±8.0 °C(Predicted)
• PKA: 11.09±0.40(Predicted)
• PSA: 29.26000
• Density: 0.968±0.06 g/cm3(Predicted)
• LogP: 1.59860
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

Exo-3-amino-9-methyl-9-azabicyclo[3,3,1]nonane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Exo-3-amino-9-methyl-9-azabicyclo[3,3,1]nonane is used as a reagent to prepare 2,3-dihydro-2-oxo-1H-benzimidazole-1-carboxylic acid derivatives as highly potent 5-HT3 receptor antagonists.

Technology Process of Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane

There total 8 articles about Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane 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: 93.0%

9-methyl-9-aza-bicyclo[3.3.1 ]nonan-3-one oxime (6164-67-6,96400-81-6) → endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (76272-41-8,141650-55-7,76272-56-5)

Guidance literature:

With ammonia; rhodium; In methanol;

Reference yield: 89.5%

C9H18N2*ClH (135906-03-5,906081-58-1) → endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (76272-41-8,141650-55-7,76272-56-5)

Guidance literature:

With sodium hydrogencarbonate; In tert-butyl methyl ether; water; for 2h;

Reference yield: 80.0%

9-methyl-9-azabicyclo[3.3.1]nonan-3-one oxime → endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (76272-41-8,141650-55-7,76272-56-5)

Guidance literature:

9-methyl-9-azabicyclo[3.3.1]nonan-3-one oxime; With lithium aluminium tetrahydride; sulfuric acid; In tetrahydrofuran; at 30 - 40 ℃; Inert atmosphere;

With water; In tetrahydrofuran; at 10 - 30 ℃;

DOI:10.1021/jm901827x

upstream raw materials:

9-methyl-9-aza-bicyclo[3.3.1 ]nonan-3-one oxime

Glutaraldehyde

C₉H₁₈N₂*ClH

pseudopelletierine

Downstream raw materials:

granisetron

endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-1H-indazole-3-carboxamide

granisetron

C₂₄H₂₈N₄O₃

Refernces

• 1、 Vernekar, Sanjeev Kumar V.,Hallaq, Hasan Y.,Clarkson, Guy,Thompson, Andrew J.,Silvestr, Linda,Lummis, Sarah C. R.,Lochner, Martin. "Toward biophysical probes for the 5-HT3 receptor: Structure-activity relationship study of granisetron derivatives". supporting information; experimental part. p. 2324 - 2328. Retrieved 2010/07/17.