trans-2-Aminocyclopentanol hydrochloride synthesis
- Product Name:trans-2-Aminocyclopentanol hydrochloride
- CAS Number:68327-11-7
- Molecular formula:C5H12ClNO
- Molecular Weight:137.61
![Carbamic acid, N-[(1R,2R)-2-hydroxycyclopentyl]-, phenylmethyl ester](/CAS/20200611/GIF/672310-36-0.gif)
672310-36-0
68327-11-7
To a 100 mL autoclave was added 15 g (70.7 mmol) of (R,R)-2-benzyloxycarbonylaminocyclopentanol and 0.3 g of 5% palladium-carbon catalyst, and 45 mL of degassed methanol under nitrogen protection. The reaction mixture was stirred under 2 MPa hydrogen pressure at 50 °C for 3 hours. Upon completion of the reaction, the palladium-carbon catalyst was removed by diatomaceous earth filtration. Concentrated hydrochloric acid was slowly added to the filtrate to adjust the pH to 3. Subsequently, the aqueous phase was concentrated to afford 7.9 g of trans-(-)-2-aminocyclopentanol hydrochloride in 79.2% yield.
672310-36-0
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68327-11-7
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Yield:68327-11-7 79.2%
Reaction Conditions:
Stage #1: (R,R)-2-N-benzyloxycarbonylaminocyclopentanolwith hydrogen;5%-palladium/activated carbon in methanol at 50; under 15001.5 Torr; for 3 h;
Stage #2: with hydrogenchloride in methanol;water; pH=3;
Steps:
16 Example 16; Synthesis of (R,R)-2-aminocyclopentanol hydrochloride
To a 100-mL autoclave were added 15 g (70.7 mmol) of (R,R)-2-benzyloxycarbonylaminocyclopentanol and 0.3 g of 5% palladium-carbon, then 45 mL of degassed methanol were added thereto in a nitrogen atmosphere and the mixture was stirred at 50°C for 3 hours under 2 MPa of hydrogen pressure. The palladium-carbon was filtered off using Celite and concentrated hydrochloric acid was added to filtrate until the pH reached 3. The aqueous layer was concentrated to give 7.9 g of the title compound (hydrochloride). The yield was 79.2%
References:
EP1398310,2004,A1 Location in patent:Page 17
![Carbamic acid, [(1R,2R)-2-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)](/CAS/GIF/454170-16-2.gif)
454170-16-2
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68327-11-7
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285-67-6
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68327-11-7
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![Carbamic acid, N-[(1R,2R)-2-(phenylmethoxy)cyclopentyl]-, 1,1-dimethylethyl ester](/CAS/20210305/GIF/1186017-97-9.gif)
1186017-97-9
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68327-11-7
168 suppliers
$9.00/250mg