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

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.

Investigation of bispidines as the stoichiometric ligand in the two-ligand catalytic asymmetric deprotonation of N-Boc pyrrolidine

A range of achiral bispidines have been synthesized and evaluated as the stoichiometric ligand in the two-ligand catalytic asymmetric deprotonation of N-Boc pyrrolidine. ARKAT USA, Inc.

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

Processes and intermediates

The invention relates to compounds and processes useful for the preparation of protease inhibitors, particularly serine protease inhibitors. The protease inhibitors are useful for treatment of HCV infections.

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