Description

(1S,2R)-(-)-1-Amino-2-indanol (CAS: 126456-43-7) is a highly pure chiral compound with the molecular formula C₉H₁₁NO. This enantiomerically pure amino alcohol is widely utilized as a key chiral auxiliary and building block in asymmetric synthesis, pharmaceutical intermediates, and catalysis. Its rigid indane scaffold and bifunctional nature (amine and hydroxyl groups) make it an invaluable reagent for stereoselective transformations, including chiral ligand synthesis, resolution agents, and enantioselective catalysis.

Available in high purity (>99%), this compound is supplied as a white to off-white crystalline powder with excellent stability under standard storage conditions. It is soluble in common organic solvents such as methanol, ethanol, and dichloromethane, facilitating its integration into synthetic workflows. Rigorous quality control ensures batch-to-batch consistency, making it ideal for research, process development, and GMP applications.

Applications include the synthesis of protease inhibitors (e.g., Indinavir sulfate), chiral ligands for transition-metal catalysis, and resolution of racemic acids. Store in a cool, dry place away from light and moisture. For research use only; not intended for diagnostic or therapeutic purposes.

Properties

• CAS Number: 126456-43-7
• Complexity: 148
• IUPAC Name: (1S,2R)-1-aminoindan-2-ol
• InChI: InChI=1S/C9H11NO/c10-9-7-4-2-1-3-6(7)5-8(9)11/h1-4,8-9,11H,5,10H2/t8-,9+/m1/s1
• InChI Key: LOPKSXMQWBYUOI-BDAKNGLRSA-N
• Exact Mass: 149.084063974
• Molecular Formula: C9H11NO
• Molecular Weight: 149.19
• SMILES: C1[C@H]([C@H](C2=CC=CC=C21)N)O
• Topological: 46.3
• Monoisotopic Mass: 149.084063974
• Synonyms: 126456-43-7, (1S,2R)-1-amino-2,3-dihydro-1H-inden-2-ol, (1S,2R)-(-)-cis-1-Amino-2-indanol, (1S,2R)-(-)-1-Amino-2-indanol, (1s,2r)-cis-1-amino-2-indanol, cis-(1s,2r)-1-amino-2-indanol, 2(R)-hydroxy-1(S)-aminoindane, 1-Amino-2-indanol, cis-(-)-, (-)-cis-1-aminoindan-2-ol, (1S-Cis)-1-amino-2-indanol, UNII-LU3GK925A8, LU3GK925A8, (1S,2R)-1-Amino-2,3-dihydro-1-inden-2-ol, (2R-Cis)-1-amino-2,3-dihydro-1H-inden-2-ol, ((1S,2R)-2-Hydroxy-2,3-dihydro-1H-inden-1-yl)amine, Indinavir sulfate specified impurity A [EP], DTXSID10155191, INDINAVIR SULFATE IMPURITY A [EP IMPURITY], INDINAVIR SULFATE IMPURITY A (EP IMPURITY), Indinavir sulfate impurity, cis-aminoindanol-(USP), Indinavir sulfate impurity, cis-aminoindanol-[USP], INDINAVIR SULFATE IMPURITY, CIS-AMINOINDANOL-(USP IMPURITY), INDINAVIR SULFATE IMPURITY, CIS-AMINOINDANOL-[USP IMPURITY], DTXCID1077682, Indinavir sulfate specified impurity A, 603-144-8, (1S,2R)-1-Amino-2-indanol, (1s,2r)-1-amino-indan-2-ol, 1H-Inden-2-ol, 1-amino-2,3-dihydro-, (1S,2R)-, (1s,2r)-(-)-cis-1-aminoindan-2-ol, (1s,2r)-(-)-1amino-2-indanol, MFCD00216655, cis-1-aminoindan-2-ol, (1s, 2r)-cis-1-amino-2-indanol, (1S,2R)-(-)-1-Amino-2-hydroxyindan, cis-(-)-1-amino-2-indanol, (1S,2R)-1-aminoindan-2-ol, 7480-35-5, SCHEMBL83474, Indinavir sulfate impurity, cis-aminoindanol- [USP], SCHEMBL8693906, 1-(S)-amino-2-(R)-indanol, (1S, 2R)-1-amino-2-indanol, DTXSID601335000, cis-(1S, 2R)-1-amino-2-indanol, AKOS004909503, AKOS005259458, AC-3533, CS-W002530, FA35109, HY-W002530, CIS-(1S,2R)-AMINOINDAN-2-OL, (1S, 2R)-(-)-1-amino-2-indanol, AC-16728, AS-30161, BP-12265, (1s, 2r)-(-)-cis-1-amino-2-indanol, (1S,2R)-1-AMINO-2-HYDROXYINDANE, DB-030992, NS00123249, EN300-53940, (1S,2R)-(-)-1-AMINO-2-HYDROXYINDANE, (1S,2R)-(-)-cis-1-Amino-2-indanol, 99%, Q27283183, F1905-7167, Z803127638, INDINAVIR SULFATE IMPURITY, CIS-AMINOINDANOL- [USP IMPURITY], (1S,2R)-1-Amino-2-indanol;(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol;(-)-cis-1-Aminoindan-2-ol

(1S,2R)-(-)-1-Amino-2-indanol serves as a versatile chiral synthon in asymmetric synthesis, particularly for pharmaceutical intermediates like Indinavir sulfate (where it is a specified impurity). Its rigid structure enables efficient stereocontrol in catalytic reactions, such as enantioselective reductions and C-C bond formations. Researchers also employ it to prepare chiral auxiliaries for asymmetric alkylations or as a resolving agent for racemic mixtures. In medicinal chemistry, it aids in designing bioactive molecules with defined stereochemistry.

Safety and Hazards

GHS Hazard Statements

• H315 (80.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (10.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H318 (10.5%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (80.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (78.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H412 (10.5%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (80.7%)
• Skin Sens. 1 (10.5%)
• Eye Dam. 1 (10.5%)
• Eye Irrit. 2 (80.7%)
• STOT SE 3 (78.9%)
• Aquatic Chronic 3 (10.5%)

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