909037-18-9

Basic information

• Product Name: 3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane
• Synonyms: 3,7-dipropyl-iazabicyclo[3.3.1]nonane,;3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane;3,7-Diazabicyclo[3.3.1]nonane, 3,7-dipropyl-;N,N-Dipropylbispidine
• CAS NO: 909037-18-9
• Molecular Formula: C13H26N2
• Molecular Weight: 210.36
• Product Categories: Amines;Miscellaneous Reagents
• Mol File: 909037-18-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 277.5 °C at 760 mmHg
• Flash Point: 111.7 °C
• Appearance: /
• Density: 0.91 g/cm³
• Vapor Pressure: 0.00452mmHg at 25°C
• Refractive Index: 1.478
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane
• PKA: 10.13±0.20(Predicted)
• CAS DataBase Reference: 3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane(909037-18-9)
• EPA Substance Registry System: 3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane(909037-18-9)

Safety Data

• Hazardous Substances Data: 909037-18-9(Hazardous Substances Data)

Usage

Chemical Properties

Oil

Uses

3,7-Dipropyl-3,7-diazabicyclo[3.3.1]nonane is a useful ligand in organic synthesis.

InChI:InChI=1/C13H26N2/c1-3-5-14-8-12-7-13(9-14)11-15(10-12)6-4-2/h12-13H,3-11H2,1-2H3

Upstream product

• 926276-14-4 3,7-di-n-propyl-3,7-diazabicyclo[3.3.1]nonan-9-one 
• 107-10-8 propylamine 
• 23133-37-1 1-propyl-4-piperidone 
• 50-00-0 formaldehyd 
• 59009-70-0 3,7-bis(phenylmethyl)-3,7-diazabicyclo[3.3.1]nonan-9-one 
• 909037-16-7 3,7-dibenzyl-9,9-(1,3-dithiolan-2-yl)-3,7-diazabicyclo[3.3.1]nonane 
• 71-23-8 propan-1-ol 

Relevant articles and documents

Stereoselective lithiation and carboxylation of Boc-protected bicyclopyrrolidine: Synthesis of a key building block for HCV protease inhibitor telaprevir

A stereoselective process for the manufacture of bicyclopyrrolidine 7 to 2 has been developed. The process utilizes a stereoselective lithiation/carboxylation sequence. The achiral diamine ligand DPBP induces excellent diastereocontrol, and resolution with (S)-THNA provides the corresponding salt of 8 in high er and dr. Subsequent processing of 8 gives 2 as the oxalate salt in an overall yield of 27% from 7 (based on total molar charge of 7). Compound 2 was obtained with high chemical and chiral purities. The process was successfully demonstrated on >100 kg scale.

Regioselective lithiation of silyl phosphine sulfides: asymmetric synthesis of p-stereogenic compounds

From a trimethylsilyl-substituted phosphine sulfide of 99:1 er (generated by n-BuLi/(-)-sparteine-mediated asymmetric lithiation of a dimethylphosphine sulfide), a two-step process of regloselective lithiation-trapping and silyl group removal has been use

Microwave-assisted Raney nickel reduction of bispidinone thioketals to N,N′-dialkylbispidines

A series of N,N′-dialkyl-3,7-diazabicyclo[3.3.1]nonanes was prepared by microwave-assisted reduction of a common dithiolane precursor with Raney nickel, using the corresponding alkanol as solvent. The method avoids the use of hydrazine. Georg Thieme Verla