9-Methyl-3,9-diazabicyclo[4.2.1]nonane

Base Information

• Chemical Name: 9-Methyl-3,9-diazabicyclo[4.2.1]nonane
• CAS No.: 102547-84-2
• Molecular Formula: C8H16 N2
• Molecular Weight: 140.23
• European Community (EC) Number: 858-136-9
• DSSTox Substance ID: DTXSID40553545
• Mol file: 102547-84-2.mol

Synonyms:9-METHYL-3,9-DIAZABICYCLO[4.2.1]NONANE;102547-84-2;3,9-DIAZABICYCLO[4.2.1]NONANE, 9-METHYL-;3,9-Diazabicyclo[4.2.1]nonane,9-methyl-;SCHEMBL929913;DTXSID40553545;NRCDIJJTFDJACX-UHFFFAOYSA-N;MFCD13192515;AKOS005141937;AB44656;AS-53655;9-methyl-3,9-diazabicyclo[4.2.1 ]nonane;CS-0439995;9-Methyl-3,9-diazabicyclo-[4.2.1]-nonane;EN300-96392;P16829;4-(2-QUINOXALINYLAMINO)BENZENECARBOXYLICACID;F2158-1000;Z1251353633

Chemical Property of 9-Methyl-3,9-diazabicyclo[4.2.1]nonane

Chemical Property:

• PSA: 15.27000
• LogP: 0.70920
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.131348519
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

98%min ^*data from raw suppliers

rac-(1S,6R)-9-Methyl-3,9-diazabicyclo[4.2.1]nonaneDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CCC1CNCC2

Technology Process of 9-Methyl-3,9-diazabicyclo[4.2.1]nonane

There total 4 articles about 9-Methyl-3,9-diazabicyclo[4.2.1]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: 80.0%

9-methyl-3,9-diazabicyclo<4.3.1>nonan-4-one (7309-42-4) → 9-methyl-3,9-diazabicyclo<4.3.1>nonane (102547-84-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmc.2008.06.030

Reference yield: 75.0%

(+/-)-9-methyl-3,9-diazabicyclo[4.2.1]nonan-4-one (7309-42-4) → 9-methyl-3,9-diazabicyclo[4.2.1]nonane (102547-84-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/jm058058h

Reference yield:

tropinone (532-24-1) → 9-methyl-3,9-diazabicyclo[4.2.1]nonane (102547-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; sulfuric acid / chloroform / 2 h / -5 - 35 °C / Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 48 h / 0 °C / Reflux

With lithium aluminium tetrahydride; sodium azide; sulfuric acid; In tetrahydrofuran; chloroform;

upstream raw materials:

(+/-)-9-methyl-3,9-diazabicyclo[4.2.1]nonan-4-one

tropinone

9-methyl-3,9-diazabicyclo<4.3.1>nonan-4-one

Downstream raw materials:

(1aR,12bS)-8-cyclohexyl-N-(N,N-dimethylsulfamoyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-(9-methyl-3,9-diazabicyclo[4.2.1]nonane-3-carbonyl)cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide trifluoroacetate

1-((1R,6S)-9-Methyl-3,9-diaza-bicyclo[4.2.1]non-3-yl)-3-o-tolylamino-propan-1-one

1-((1R,6S)-9-Methyl-3,9-diaza-bicyclo[4.2.1]non-3-yl)-3-p-tolylamino-propan-1-one

1-((1R,6S)-9-Methyl-3,9-diaza-bicyclo[4.2.1]non-3-yl)-3-phenylamino-propan-1-one

Refernces

• 1、 -. "PHARMACEUTICAL COMPOUNDS". Page/Page column 48. . Retrieved 2011/07/06.
• 2、 -. "Diazabicyclic compounds and microemulsions thereof". . . Retrieved 2010/03/02.