3,7,9-Triazabicyclo[3.3.1]nonane, 3,9-bis(phenylmethyl)- synthesis
- Product Name:3,7,9-Triazabicyclo[3.3.1]nonane, 3,9-bis(phenylmethyl)-
- CAS Number:864448-31-7
- Molecular formula:C20H25N3
- Molecular Weight:307.43
864448-29-3
2 suppliers
inquiry
864448-31-7
15 suppliers
$410.00/100mg
Yield:864448-31-7 82%
Reaction Conditions:
Stage #1: 3,9-dibenzyl-7-(phenylsulfonyl)-3,7,9-triazabicyclo[3.3.1]nonanewith sodium bis(2-methoxyethoxy)aluminium dihydride in toluene;xylene; for 1 h;Heating / reflux;
Stage #2: with sodium hydroxide;water in toluene;xylene;
Steps:
64.e
3-Benzenesulfonyl-7,9-dibenzyl-3,7,9-triazabicyclo[3.3.1]nonane (488 mg; 1.1 mmol) is dissolved in xylene (10 ml), Red-AI (-3.5 M in toluene; 1.25 ml; 4.4 mmol) added and refluxed for 1 h. The reaction mixture is poured on NaOH conc. and extracted with THF three times. The combined organic phases are dried with K2C03, filtered, evaporated to dryness and purified via chromatography (Si02, EtOAc/MeOH/NH3conc 80/20/4) to yield the title compound as a yellowish oil, which slowly crystallised on standing (276 mg; 82 %). MS (m/z) ES+: 308.2 (MH+, 100).
References:
WO2005/103054,2005,A2 Location in patent:Page/Page column 98