3(S)-HYDROXYMETHYLMORPHOLINE synthesis
- Product Name:3(S)-HYDROXYMETHYLMORPHOLINE
- CAS Number:211053-50-8
- Molecular formula:C5H11NO2
- Molecular Weight:117.15
101376-25-4
211053-50-8
To a solution of (S)-(4-benzylmorpholin-3-yl)methanol (10.0 g, 48.3 mmol) in methanol (300 mL) was added 10 wt% of carbon-loaded palladium catalyst (2.0 g), and the reaction mixture was transferred to a Parr reactor. The reaction was carried out for 18 hours at room temperature under hydrogen pressure of 50 psi. Upon completion of the reaction, the mixture was filtered through a Celite pad to remove the catalyst. The filtrate was concentrated under reduced pressure to afford (S)-3-hydroxymethylmorpholine (5.2 g, 92% yield) as a colorless oil.1H NMR (CDCl3) δ: 3.81-3.76 (2H, m), 3.58-3.43 (3H, m), 3.35-3.28 (1H, m), 2.99-2.91 (5H, br.m). Mass spectrum (ES+) m/z: 118.0 ([M + H]+).
106973-36-8
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211053-50-8
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$84.00/100mg
Yield:-
Steps:
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex; triethylamine / tetrahydrofuran / 5 h / 0 - 65 °C
2: hydrogen; palladium 10% on activated carbon / methanol / 48 h / 2100.21 Torr
References:
Borsari, Chiara;Rageot, Denise;Dall'Asen, Alix;Bohnacker, Thomas;Melone, Anna;Sele, Alexander M.;Jackson, Eileen;Langlois, Jean-Baptiste;Beaufils, Florent;Hebeisen, Paul;Fabbro, Doriano;Hillmann, Petra;Wymann, Matthias P. [Journal of Medicinal Chemistry,2019,vol. 62,# 18,p. 8609 - 8630]
101376-25-4
102 suppliers
$25.00/100mg
211053-50-8
103 suppliers
$84.00/100mg
![Morpholine, 3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-, (3R)-](/CAS/20200611/GIF/885321-34-6.gif)
885321-34-6
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211053-50-8
103 suppliers
$84.00/100mg