Atomfair (1R,2R)-trans-2-Benzyloxy-cyclohexylamine C13H19NO CAS 216394-06-8

Description

(1R,2R)-trans-2-Benzyloxy-cyclohexylamine (CAS No. 216394-06-8) is a highly specialized chiral amine compound with the molecular formula C₁₃H₁₉NO. This enantiomerically pure chemical is widely utilized in asymmetric synthesis, pharmaceutical research, and catalyst development due to its unique stereochemical properties. The compound features a cyclohexylamine backbone substituted with a benzyloxy group in the trans configuration, making it a valuable building block for complex organic transformations. With a purity of ≥96% (typically 99% for ChiPros® grade), this product is rigorously tested by HPLC, GC, and NMR to ensure consistency for sensitive applications. Available in amber glass bottles or custom packaging under inert atmosphere to prevent degradation. Store at 2-8°C in a dry environment.

Properties

• CAS Number: 216394-06-8
• Complexity: 177
• IUPAC Name: (1R,2R)-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-/m1/s1
• InChI Key: NTHNRYLIXJZHRZ-CHWSQXEVSA-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: (1R,2R)-trans-2-Benzyloxy-cyclohexylamine, 606-810-6, (1R,2R)-2-(Benzyloxy)cyclohexanamine, 216394-06-8, (1R,2R)-(-)-2-Benzyloxycyclohexylamine, 98454-43-4, (1R,2R)-2-(benzyloxy)cyclohexan-1-amine, (1R,2R)-2-benzyloxycyclohexylamine, (1R,2R)-2-phenylmethoxycyclohexan-1-amine, trans-2-(benzyloxy)cyclohexanamine, MFCD01075752, (1R,2R)-2-(phenylmethoxy)cyclohexylamine, rel-((1R,2R)-2-(Benzyloxy)cyclohexanamine), SCHEMBL354344, DTXSID70474517, NTHNRYLIXJZHRZ-CHWSQXEVSA-N, SBB068305, AKOS015915354, Trans-2-(benzyloxy)cyclohexan-1-amine, DS-16226, CS-0077156, ST50408291, EN300-196799, EN300-254704, rac-(1R,2R)-2-(benzyloxy)cyclohexan-1-amine, (1R,2R)-trans-2-Benzyloxycyclohexylamine, 96%, A1-24350, (1R)-trans-2-(Phenylmethoxy)cyclohexanamine, (1R,2R)-1-Amino-2-benzyloxycyclohexane, (1R,2R)-trans-2-Benzyloxycyclohexylamine, ChiPros(R), produced by BASF, 99%

This chiral amine serves as a key intermediate in the synthesis of bioactive molecules and pharmaceutical candidates, particularly in opioid receptor modulators. Researchers employ it as a ligand precursor for asymmetric hydrogenation catalysts in fine chemical production. The trans-2-benzyloxy configuration enables diastereoselective reactions in complex natural product syntheses. Suitable for N-functionalization to create novel amine derivatives under mild conditions.

Safety and Hazards

GHS Hazard Statements

• H302 (99.1%): Harmful if swallowed [Warning Acute toxicity, oral]
• H314 (98.1%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H411 (98.1%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P260, P264, P264+P265, P270, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P391, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (45.7%)
• Acute Tox. 4 (48.1%)
• Skin Corr. 1B (51.9%)
• Skin Irrit. 2 (48.1%)
• Eye Irrit. 2 (48.1%)
• STOT SE 3 (48.1%)
• Aquatic Chronic 2 (45.7%)

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