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13th April 2011 @ 08:07
Repetition of the [url=]racemization experiments on enantioenrichend ([i]S[/i])-(+)-PZQamine with Rhodium on charcoal[/url] to verify the results [data=size:500x180]1037[/data] See also: [*] [url=]Racemization of S-(+)-PZQamine with Pd/C (MW50-1 to MW50-3)[/url] [*] [url=]Racemization of S-(+)-PZQamine with Pd/C (MW50-4)[/url] [*] [url=]Racemization of S-(+)-PZQamine with Raney Nickel (MW50-6, MW50-7)[/url] [*] [url=]Thiyl radical-mediated racemization of S-(+)-PZQamine (MW50-8)[/url] [*] [url=]Racemization of S-(+)-PZQamine (MW50-9) and (R) -(-)-PZQ (MW55-5) with sodium naphthalide[/url] [*] [url=]Repetition: Racemization of S-(+)-PZQamine (MW50-10) and R -(-)-PZQ (MW55-6) with sodium naphthalide[/url] [*] [url=]Racemization of S-(+)-PZQamine with Raney Nickel under high pressure and high temperature (MW50-11)[/url] [b]Hazard and Risk Assessment:[/b] [data]735[/data] Start time: 5:30 PM 13/04/2011 End time: 9:30 AM 15/04/2011 To a solution of [url=]enantioenrichend ([i]S[/i])-PZQamine[/url] (50 mg, 247 µmol, MW: 202.3 g/mol) in toluene (2 mL) was added Rhodium on Charcoal (50.9 mg, 49.4 µmol, 0.2 eq.; 10% Rh on C, M.W. (Rh) 102.9 g/mol) and heated to 100°C for 39 h. TLC: - column (silica gel; ethyl acetat, 100% then ethyl acetate, methanol, triethylamine, 10:1:0.1) PZQamine: 13.2 mg (26%) [α]D20 = +161° (c=1, DCM) [data=text]1065[/data] unpolar 'side product': 23.9 mg Rf=0.45 (ethyl acetate, stain: potassium permanganate) [α]D20 = +90° (c=1, DCM) 1H NMR: [data=text]1063[/data]
Attached Files
1H NMR MW50-13 fr_1.pdf
1H NMR MW50-13 fr_2.pdf