440833

(1S,2R)-(−)-cis-1-Amino-2-indanol

99%

• Synonym(e): (1S,2R)-(−)-cis-1-Amino-2-hydroxyindan
• Empirische Formel (Hill-System): C₉H₁₁NO
• CAS-Nummer: 126456-43-7
• Molekulargewicht: 149.19
• Beilstein: 4292559
• MDL-Nummer: MFCD00216655
• UNSPSC-Code: 12352116
• PubChem Substanz-ID: 24867627
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 99%
• Form: powder
• Optische Reinheit: ee: 99% (GLC)
• mp (Schmelzpunkt): 118-121 °C (lit.)
• Funktionelle Gruppe: hydroxyl
• SMILES String: N[C@@H]1[C@H](O)Cc2ccccc12
• 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
• InChIKey: LOPKSXMQWBYUOI-BDAKNGLRSA-N

Beschreibung

Allgemeine Beschreibung

(1S,2R)-(-)-cis-1-Amino-2-indanol is a main constituent of indinavir, a potent HIV (human immunodeficiency virus) protease inhibitor.

Anwendung

Used to prepare a mannitol-based scaffold in the study of Plasmepsin II inhibition. Aspartic proteases such as plasmepsins I and II are of interest as targets for new, potential anti-malarials.

1S,2R)-(-)-cis-1-Amino-2-indanol may be used to prepare:

• (-)-1,2,5,6-Tetrahydropyridine by reacting with methyl (E,E)-4-oxo-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl}but-2-enoate.
• Oxazaborolidine catalysts, which can catalyze the asymmetric reduction of aromatic ketones with high enantioselectivity.
• (R_S,1S,2R)-(-)-2,4,6-Trimethylbenzenesulfinic acid 1-(2,4,6-trimethylbenzenesulfonylamino)indan-2-yl ester.

Physikalische Eigenschaften

Useful chiral ligand for asymmetric synthesis.

Rechtliche Hinweise

Sold under license from Shasun Chemicals and Drugs Limited.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves