(S)-Tetrahydro-2H-pyran-3-amine hydrochloride synthesis
- Product Name:(S)-Tetrahydro-2H-pyran-3-amine hydrochloride
- CAS Number:1245724-46-2
- Molecular formula:C5H12ClNO
- Molecular Weight:137.61
![Carbamic acid, N-[(3S)-tetrahydro-2H-pyran-3-yl]-, 1,1-dimethylethyl ester](/CAS/20200611/GIF/1295722-66-5.gif)
1295722-66-5
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1245724-46-2
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Yield:1245724-46-2 99.8%
Reaction Conditions:
with hydrogenchloride in methanol at 20;
Steps:
1
(S)-(Tetrahydro-pyran-3-yl)amine hydrochloride Intermediate (S)-tert-butyl tetrahydro-2H-pyran-3-ylcarbamate (414 g, 2.06 mol) was added to a 6N HC1 solution of MeOH (4 L) at room temperature, and the reaction mixture was stirred until it was complete (monitored by TLC). After concentration in vacuo, 283 g of (S)- (tetrahydro-pyran-3-yl)amine hydrochloride was obtained as a white solid (yield, 99.8%, enantiomeric excess >99%). 1H NMR (400 MHz, DMSO-d6) δ 8.37 (s, 3H), 3.87 - 3.72 (m, 1H), 3.70 - 3.57 (m, 1H), 3.54 - 3.38 (m, 2H), 3.12 (d, J = 2.1 Hz, 1H), 2.05 - 1.89 (m, 1H), 1.81 - 1.60 (m, 2H), 1.49 (dtd, J= 12.5, 8.3, 4.3 Hz, 1H).
References:
WO2013/7768,2013,A1 Location in patent:Page/Page column 110; 111
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