3,9-Diazabicyclo[3.3.1]nonan-7-amine,3,9-dimethyl-,endo-(9CI)

Base Information

• Chemical Name: 3,9-Diazabicyclo[3.3.1]nonan-7-amine,3,9-dimethyl-,endo-(9CI)
• CAS No.: 141549-86-2
• Molecular Formula: C₉H₁₉N₃
• Molecular Weight: 169.27
• Mol file: 141549-86-2.mol

Synonyms:3,9-Diazabicyclo[3.3.1]nonan-7-amine,3,9-dimethyl-,endo-(9CI);ENDO-3,9-DIMETHYL-3,9-DIAZABICYCLO[3.3.1]NONAN-7-AMINE

Chemical Property of 3,9-Diazabicyclo[3.3.1]nonan-7-amine,3,9-dimethyl-,endo-(9CI)

Chemical Property:

• PSA: 32.50000
• LogP: 0.29800
• Solubility.: Chloroform, Dichloromethane

Purity/Quality:

99% ^*data from raw suppliers

endo-3,9-Dimethyl-3,9-diazabicyclo[3.3.1]nonan-7-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: endo-3,9-Dimethyl-3,9-diazabicyclo[3.3.1]nonan-7-amine is an intermediate in the synthesis of Indisetron (I532500), which is a 5-HT3 receptor antagonist as an antiemetic agent. It is used for treatment of digestive tract disorders.

Technology Process of 3,9-Diazabicyclo[3.3.1]nonan-7-amine,3,9-dimethyl-,endo-(9CI)

There total 12 articles about 3,9-Diazabicyclo[3.3.1]nonan-7-amine,3,9-dimethyl-,endo-(9CI) 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:

7-oxo-3,9-dimethyl-3,9-diazabicyclo-[3.3.1]nonane (141549-84-0) → endo-3,9-dimethyl-3,9-diazabicyclo<3.3.1>nonan-7-amine (141549-86-2,141549-88-4,160357-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / NH₂OH*HCl, K₂CO₃ / ethanol / Heating

2: AlH₃ / tetrahydrofuran / 25 deg C to reflux

With aluminium hydride; hydroxylamine hydrochloride; potassium carbonate; In tetrahydrofuran; ethanol;

DOI:10.1016/0040-4039(94)02199-L

Reference yield:

7-oxo-3,9-dimethyl-3,9-diazabicyclo-[3.3.1]nonane (141549-84-0) → exo-3,9-dimethyl-3,9-diazabicyclo<3.3.1>nonan-7-amine (141549-86-2,141549-88-4,160357-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / NH₂OH*HCl, K₂CO₃ / ethanol / Heating

2: AlH₃ / tetrahydrofuran / 25 deg C to reflux

With aluminium hydride; hydroxylamine hydrochloride; potassium carbonate; In tetrahydrofuran; ethanol;

DOI:10.1016/0040-4039(94)02199-L

Reference yield:

methyl (2E,2'E)-4-(N-methyl-N-methoxycarbonylallylamino)-but-2-enoate (852052-29-0) → exo-3,9-dimethyl-3,9-diazabicyclo<3.3.1>nonan-7-amine (141549-86-2,141549-88-4,160357-81-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 73 percent / methanol / 0 - 25 °C

2: t-BuOK / toluene / Heating

3: aq HCl / Heating

4: 72 percent / NH₂OH*HCl, K₂CO₃ / ethanol / Heating

5: AlH₃ / tetrahydrofuran / 25 deg C to reflux

With aluminium hydride; hydrogenchloride; hydroxylamine hydrochloride; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; methanol; ethanol; toluene;

DOI:10.1016/0040-4039(94)02199-L

upstream raw materials:

3,9-dimethyl-3,9-diazabicyclo<3.3.1>nonan-7-one oxime

7-oxo-3,9-dimethyl-3,9-diazabicyclo-[3.3.1]nonane

methyl (2E,2'E)-4-(N-methyl-N-methoxycarbonylallylamino)-but-2-enoate