(R)-1-Boc-3-cyanopyrrolidine synthesis
- Product Name:(R)-1-Boc-3-cyanopyrrolidine
- CAS Number:132945-76-7
- Molecular formula:C10H16N2O2
- Molecular Weight:196.25
143-33-9
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132945-75-6
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132945-76-7
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Yield: 39%
Reaction Conditions:
in dimethyl sulfoxide at 80; for 4 h;
Steps:
29
Powdered sodium cyanide (550 mg, 1.3 mmol) was added to a solution of TERT- butyl (3S)-3-[(METHYLSULFONYL) oxy] pyrrolidine-1-carboxylate (2.0 g, 7.54 mmol) in DMSO (10 ml) and the reaction mixture heated at 80°C for 4 hours. The resulting yellow mixture was cooled and brine (4 ml) and water (4.5 ml) were added. The mixture was extracted with diethyl ether (x3), dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residues were purified by flash chromatography on SI02 eluting with diethylether/isohexane (50/50) to give TERT-BUTYL (3R)-3-cyanopyrrolidine-1- CARBOXYLATE AS A COLOURLESS OIL (579MG, 39%) ; 1H NMR SPECTRUM: (DMSOD6) 1.39 (S, 9H); 2.08 (m, 1H); 2. 18 (m, 1H); 3. 34 (m, 4H); 3.53 (m, 1H).
References:
ASTRAZENECA AB;ASTRAZENEKA UK LIMITED WO2005/26156, 2005, A1 Location in patent:Page/Page column 117
773837-37-9
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132945-75-6
48 suppliers
$9.00/250mg
132945-76-7
123 suppliers
$21.00/250mg
101469-92-5
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132945-76-7
123 suppliers
$21.00/250mg
132945-75-6
48 suppliers
$9.00/250mg
132945-76-7
123 suppliers
$21.00/250mg
2408-36-8
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132945-75-6
48 suppliers
$9.00/250mg
132945-76-7
123 suppliers
$21.00/250mg