• USA Home
  • 440833 - (1S,2R)-(−)-cis-1-Amino-2-indanol

EMAIL THIS PAGE TO A FRIEND
440833 Sigma-Aldrich

(1S,2R)-(−)-cis-1-Amino-2-indanol

99%

Synonym: (1S,2R)-(−)-cis-1-Amino-2-hydroxyindane

  • CAS Number 126456-43-7

  • Empirical Formula (Hill Notation) C9H11NO

  • Molecular Weight 149.19

  •  Beilstein/REAXYS Number 4292559

  •  MDL number MFCD00216655

  •  PubChem Substance ID 24867627

  •  NACRES NA.22

Purchase

Properties

Related Categories Amino Alcohols, Application Index, Asymmetric Synthesis, Biochemicals and Reagents, Building Blocks for HIV Protease Inhibitors,
Quality Level   100
assay   99%
optical purity   ee: 99% (GLC)
mp   118-121 °C (lit.)
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
InChI key   LOPKSXMQWBYUOI-BDAKNGLRSA-N

Description

General description

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

Application

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.
• (RS,1S,2R)-(-)-2,4,6-Trimethylbenzenesulfinic acid 1-(2,4,6-trimethylbenzenesulfonylamino)indan-2-yl ester.

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.

Packaging

1, 5, 25 g in glass bottle

Physical properties

Useful chiral ligand for asymmetric synthesis.

Legal Information

Sold under license from Sterling Pharma Solutions Limited.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number
Protocols & Articles

Articles

HPLC Analysis of trans-1-Amino-2-Indanol Enantiomers on LARIHC™ CF6-P

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of trans-1-Amino-2-Indanol Enantiomers on LARIHC™ CF6-P
Keywords: Asymmetric synthesis, Chromatography, High performance liquid chromatography, Separation, Solvents, Supercritical fluid chromatography

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?