Description
(1S,2S)-2-(Benzylamino)cyclohexanol (CAS No. 322407-34-1) is a chiral cyclohexanol derivative with the molecular formula C13H19NO. This compound features a benzylamino group at the 2-position of the cyclohexanol ring, exhibiting stereospecificity due to its (1S,2S) configuration. It is a valuable intermediate in organic synthesis, particularly in the preparation of enantiomerically pure pharmaceuticals, ligands for asymmetric catalysis, and chiral auxiliaries. The compound is supplied as a high-purity solid, rigorously tested by HPLC, NMR, and mass spectrometry to ensure quality and consistency. Suitable for research in medicinal chemistry, catalysis, and materials science, it is packaged under inert conditions to maintain stability.
Properties
- CAS Number: 322407-34-1
- Complexity: 177
- IUPAC Name: (1S,2S)-2-(benzylamino)cyclohexanol
- InChI: InChI=1S/C13H19NO/c15-13-9-5-4-8-12(13)14-10-11-6-2-1-3-7-11/h1-3,6-7,12-15H,4-5,8-10H2/t12-,13-/m0/s1
- InChI Key: NJNCYFUGUYIMEQ-STQMWFEESA-N
- Exact Mass: 205.146664230
- Molecular Formula: C13H19NO
- Molecular Weight: 205.30
- SMILES: C1CC[C@@H]([C@H](C1)NCC2=CC=CC=C2)O
- Topological: 32.3
- Monoisotopic Mass: 205.146664230
- Synonyms: (1S,2S)-2-(benzylamino)cyclohexanol, 322407-34-1, DTXSID70427548, DTXCID50378382, (1S,2S)-2-(benzylamino)cyclohexan-1-ol, (1S,2S)-2-Benzylamino-1-cyclohexanol, MFCD10566419, Cyclohexanol, 2-[(phenylmethyl)amino]-, (1S,2S)-, SCHEMBL697761, AKOS015915168, DS-18432, DB-022097, CS-0093767, A1-24351, F6545-4244
Application
(1S,2S)-2-(Benzylamino)cyclohexanol is widely used as a chiral building block in asymmetric synthesis, particularly for pharmaceutical intermediates. It serves as a precursor for ligands in transition-metal-catalyzed reactions, enhancing enantioselectivity. Researchers also employ it in the development of bioactive molecules and peptidomimetics due to its rigid cyclohexane scaffold.
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