Description
(1S,2S)-2-aminocyclohexanol (CAS No. 74111-21-0) is a high-purity chiral compound with the molecular formula C6H13NO. This stereospecific aminocyclohexanol derivative is widely utilized in asymmetric synthesis, pharmaceutical research, and catalysis due to its rigid cyclohexane backbone and bifunctional (amine and hydroxyl) reactivity. Its (1S,2S) configuration ensures enantioselectivity in chiral auxiliaries and ligand design. The product is supplied as a white to off-white crystalline solid with ≥98% purity (HPLC), rigorously tested for trace metals and residual solvents to meet stringent research standards. Ideal for:
- Chiral resolution agents
- Pharmaceutical intermediates (e.g., antiviral/antibacterial scaffolds)
- Transition metal catalyst ligands
- Asymmetric hydrogenation studies
Store under inert atmosphere at 2-8°C to maintain stability. Available in research (1kg) quantities with CoA and NMR spectra.
Properties
- CAS Number: 74111-21-0
- Complexity: 74.9
- IUPAC Name: (1S,2S)-2-aminocyclohexanol
- InChI: InChI=1S/C6H13NO/c7-5-3-1-2-4-6(5)8/h5-6,8H,1-4,7H2/t5-,6-/m0/s1
- InChI Key: PQMCFTMVQORYJC-WDSKDSINSA-N
- Exact Mass: 115.099714038
- Molecular Formula: C6H13NO
- Molecular Weight: 115.17
- SMILES: C1CC[C@@H]([C@H](C1)N)O
- Topological: 46.3
- Monoisotopic Mass: 115.099714038
- Synonyms: (1S,2S)-2-AMINOCYCLOHEXANOL, 74111-21-0, 625-678-0, (1S,2S)-2-aminocyclohexan-1-ol, Cyclohexanol, 2-amino-, (1S,2S)-, (1S, 2S)-2-Aminocyclohexanol, (1S,2S)-2-amino-1-cyclohexanol, MFCD08061326, Cyclohexanol,2-amino-,trans-, 2-Aminocyclohexanol, (E)-, SCHEMBL533431, SCHEMBL4703451, (1S,2S)-2-amino-cyclohexanol, (1S*,2S*)-2-aminocyclohexanol, (S,S)-(+)-2-Aminocyclohexanol, (1S,2S)-2-hydroxycyclohexylamine, CS-D0607, (1S,2S)-2-azanylcyclohexan-1-ol, ((1S,2S)-2-Hydroxycyclohexyl)amine, AKOS006281606, AKOS015854140, trans-2-Amino-cyclohexanol, AldrichCPR, DS-12884, (1S,2S)-2-Aminocyclohexanol, AldrichCPR, EN300-153402, A843237, AN-907/25060015
(1S,2S)-2-aminocyclohexanol serves as a key building block in asymmetric organic synthesis, particularly for constructing chiral β-amino alcohol motifs in bioactive molecules. Its rigid trans-cyclohexane structure enhances stereocontrol in Pd- and Ru-catalyzed hydrogenations. The compound is also employed as a resolving agent for racemic acids and as a precursor to N-heterocyclic carbene ligands. In medicinal chemistry, it facilitates the development of protease inhibitors and GPCR-targeting compounds.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (97.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (97.6%)
- STOT SE 3 (100%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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