Description
(1R,2R)-2-aminocyclopentan-1-ol hydrochloride (CAS No. 68327-11-7) is a high-purity chiral compound with the molecular formula C5H12ClNO. This stereospecific cyclopentanol derivative is an essential building block in organic synthesis, particularly for pharmaceutical research and asymmetric catalysis. The compound features a trans-configuration of the amino and hydroxyl groups on the cyclopentane ring, enhancing its utility in stereoselective reactions. Supplied as a white to off-white crystalline powder, it is characterized by excellent solubility in polar solvents such as water and methanol. Each batch undergoes rigorous QC testing including HPLC, NMR, and chiral purity analysis to ensure ≥98% chemical purity and stereochemical integrity. Ideal for medicinal chemistry applications, this hydrochloride salt offers improved stability and handling compared to the free base form. Packaged under inert gas in amber glass vials to prevent degradation.
Properties
- CAS Number: 68327-11-7
- Complexity: 65.1
- IUPAC Name: (1R,2R)-2-aminocyclopentanol;hydrochloride
- InChI: InChI=1S/C5H11NO.ClH/c6-4-2-1-3-5(4)7;/h4-5,7H,1-3,6H2;1H/t4-,5-;/m1./s1
- InChI Key: ZFSXKSSWYSZPGQ-TYSVMGFPSA-N
- Exact Mass: 137.0607417
- Molecular Formula: C5H12ClNO
- Molecular Weight: 137.61
- SMILES: C1C[C@H]([C@@H](C1)O)N.Cl
- Topological: 46.3
- Monoisotopic Mass: 137.0607417
- Synonyms: 68327-11-7, (1R,2R)-2-aminocyclopentan-1-ol hydrochloride, 802-195-5, trans-2-Aminocyclopentanol hydrochloride, (1R,2R)-2-aminocyclopentanol hydrochloride, 31775-67-4, trans-(1R,2R)-2-Aminocyclopentanol hydrochloride, (1R,2R)-2-aminocyclopentan-1-ol;hydrochloride, MFCD09834692, (1R,2R)-2-Aminocyclopentanol, HCl, Trans-(-)-2-aminocyclopentanol hydrochloride, trans-2-amino-cyclopentanol hydrochloride, (1R,2R)-2-Aminocyclopentan-1-ol HCl, MFCD02683551, rel-(1R,2R)-2-Aminocyclopentanol hydrochloride, (1R,2R)-trans-2-Aminocyclopentanol hydrochloride, Cyclopentanol, 2-amino-, hydrochloride, (1R,2R)-, SCHEMBL285952, trans-2-Aminocyclopentanol HCl, CHEMBL2374489, BCP12204, AC-973, AKOS015849508, AKOS015894235, trans-2-Aminocyclopentanolhydrochloride, CS-W008557, trans 2-aminocyclopentanol hydrochloride, DS-11273, (r,r)-2-amino-1-cyclopentanol hydrochloride, A2990, EN300-60314, EN300-251517, (1R,2R)-2-amino-1-cyclopentanol hydrochloride, (1R,2R)-2-azanylcyclopentan-1-ol hydrochloride, A836106, (1R,2R)-2-Amino-cyclopentanol hydrochloride, 99%, rac-(1R,2R)-2-aminocyclopentan-1-ol hydrochloride, Trans-(1R,2R)-2-Amino-Cyclopentanol Hydrochloride, (1R,2R)-2-Amino-1-hydroxycyclopentane Hydrochloride, (1R,2R)-trans-2-Aminocyclopentanol hydrochloride, 97%, Z2256393934, (1R,2R)-(-)-2-hydroxycyclopentylamine hydrochloride salt
Application
This chiral aminocyclopentanol derivative is widely employed as a key intermediate in the synthesis of biologically active compounds, particularly antiviral and CNS-targeting pharmaceuticals. Its rigid cyclopentane backbone serves as a valuable scaffold for designing conformationally restricted drug candidates. The compound’s stereochemistry makes it particularly useful for studying enzyme-substrate interactions in biochemical research. Researchers also utilize it as a ligand precursor in asymmetric hydrogenation catalysts.
Safety and Hazards
GHS Hazard Statements
- H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (50%)
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