(3S,5R)-piperidine-3,5-diol synthesis
- Product Name:(3S,5R)-piperidine-3,5-diol
- CAS Number:173414-34-1
- Molecular formula:C5H11NO2
- Molecular Weight:117.15
913831-96-6
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Yield:173414-34-1 80.6%
Reaction Conditions:
with hydrogen;palladium(II) hydroxide in methanol at 45; under 2327.23 Torr;
Steps:
XL.5 Step 5: Piperidine-3,5-diol
Step 5: Piperidine-3,5-diol A mixture of l-benzyl-piperidine-3,5-diol (0.55 g, 2.66 mmol) and Pd(OH)2 (0.1 g) in MeOH (20 mL) was stirred overnight at 45 °C under H2 atmosphrer at 45 Psi. The mixture was filtered and the filtrate was concentrated to give piperidine-3,5-diol (250 mg, 80.6% yield): lR NMR (400 MHz, CD3OD) δ 4.32-4.29 (m, 1H), 3.59-3.54 (m, 1H), 3.19-3.16 (m, 1H), 2.99-2.95 (m, 1H),2.27-2.21 (m, 2H), 2.17-2.10 (m, 1H), 1.54-1.52 (m, 1H); ES-LCMS m/z 1 18 (M+H).
References:
WO2013/149362,2013,A1 Location in patent:Page/Page column 64
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