Description

(1S,2S)-trans-2-Benzyloxy-cyclohexylamine (CAS No. 216394-07-9) is a high-purity chiral amine compound with the molecular formula C₁₃H₁₉NO. This enantiomerically pure building block is widely utilized in asymmetric synthesis, pharmaceutical research, and fine chemical manufacturing. Its rigid cyclohexyl backbone and benzyloxy substituent make it an excellent ligand or intermediate for stereoselective transformations. Available in various purities (96%-99%), including ChiPros^® grade produced by BASF, this product is supplied with full analytical characterization (HPLC, NMR, MS). Proper storage at 2-8°C under inert atmosphere is recommended to maintain stability. Suitable for use under Good Laboratory Practice (GLP) conditions.

Properties

• CAS Number: 216394-07-9
• Complexity: 177
• IUPAC Name: (1S,2S)-2-benzyloxycyclohexanamine
• InChI: InChI=1S/C13H19NO/c14-12-8-4-5-9-13(12)15-10-11-6-2-1-3-7-11/h1-3,6-7,12-13H,4-5,8-10,14H2/t12-,13-/m0/s1
• InChI Key: NTHNRYLIXJZHRZ-STQMWFEESA-N
• Exact Mass: 205.146664230
• Molecular Formula: C13H19NO
• Molecular Weight: 205.30
• SMILES: C1CC[C@@H]([C@H](C1)N)OCC2=CC=CC=C2
• Topological: 35.3
• Monoisotopic Mass: 205.146664230
• Synonyms: (1S,2S)-trans-2-Benzyloxy-cyclohexylamine, (1S,2S)-2-(Phenylmethoxy)cyclohexanamine, 606-811-1, (1S,2S)-2-(Benzyloxy)cyclohexanamine, 216394-07-9, (1S,2S)-(+)-2-Benzyloxycyclohexylamine, (1S,2S)-2-phenylmethoxycyclohexan-1-amine, (1S,2S)-2-(benzyloxy)cyclohexan-1-amine, (1s,2s)-2-benzyloxycyclohexylamine, MFCD01075753, SCHEMBL354312, DTXSID10474551, NTHNRYLIXJZHRZ-STQMWFEESA-N, (1S,2S)-2-benzyloxy-cyclohexylamine, AKOS016842842, (1S, 2S)-2-benzyloxy-cyclohexylamine, (1S,2S)-2-(benzyloxy)cyclohexylamine, FS-3601, CS-0077159, (1S,2S)-(+)-1-Amino-2-benzyloxycyclohexane, (1S,2S)-trans-2-Benzyloxycyclohexylamine, 96%, (1S,2S)-trans-2-Benzyloxycyclohexylamine, ChiPros(R), produced by BASF, 99%

This chiral amine serves as a key intermediate in the synthesis of biologically active compounds, particularly in asymmetric hydrogenation reactions. Researchers employ it as a building block for pharmaceutical candidates targeting neurological disorders. The compound’s stereochemistry makes it valuable for creating chiral auxiliaries in catalysis. It’s also used in academic settings to study stereospecific reaction mechanisms.

Safety and Hazards

GHS Hazard Statements

• H302 (90.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (90.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (90.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (90.7%): 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

• Acute Tox. 4 (90.7%)
• Skin Irrit. 2 (90.7%)
• Eye Irrit. 2 (90.7%)
• STOT SE 3 (90.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.