Description
(1S,2S)-2-(benzylamino)cyclopentanol (CAS No. 68327-02-6) is a chiral cyclopentanol derivative with a molecular formula of C12H17NO. This compound features a stereospecific (1S,2S) configuration, making it a valuable intermediate in asymmetric synthesis and pharmaceutical research. The benzylamino group enhances its reactivity in nucleophilic substitutions, while the hydroxyl group offers versatility for further functionalization. With a purity of ≥95% (HPLC), this product is ideal for catalysis, ligand design, and medicinal chemistry applications. Packaged under inert gas to ensure stability, it is supplied as a white to off-white crystalline solid. Store at 2-8°C in a tightly sealed container to prevent degradation.
Properties
- CAS Number: 68327-02-6
- Complexity: 166
- IUPAC Name: (1S,2S)-2-(benzylamino)cyclopentanol
- InChI: InChI=1S/C12H17NO/c14-12-8-4-7-11(12)13-9-10-5-2-1-3-6-10/h1-3,5-6,11-14H,4,7-9H2/t11-,12-/m0/s1
- InChI Key: FEGVMDAESGIXLU-RYUDHWBXSA-N
- Exact Mass: 191.131014166
- Molecular Formula: C12H17NO
- Molecular Weight: 191.27
- SMILES: C1C[C@@H]([C@H](C1)O)NCC2=CC=CC=C2
- Topological: 32.3
- Monoisotopic Mass: 191.131014166
- Synonyms: (1S,2S)-2-(benzylamino)cyclopentanol, 68327-02-6, DTXSID20470145, DTXCID20420963, (1S,2S)-2-(benzylamino)cyclopentan-1-ol, MFCD09999249, SCHEMBL9791812, (1S,2S)-2-BenZylamino-cyclopentanol, AKOS016843312, AS-62818, CS-0060522, A12752
Application
(1S,2S)-2-(benzylamino)cyclopentanol is widely used as a chiral building block in the synthesis of biologically active compounds, particularly in pharmaceutical research. Its stereospecific structure makes it suitable for asymmetric catalysis and enantioselective transformations. Researchers also employ it as a ligand precursor in transition metal-catalyzed reactions. Additionally, it serves as a key intermediate in the development of CNS-targeting drugs due to its ability to modulate neurotransmitter systems.
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