(1S,2R)-(-)-cis-1-Amino-2-indanol

(1S,2R)-(-)-cis-1-Amino-2-indanol
  • CAS No.:126456-43-7
Other grades of this product :
(1S,2R)-(-)-cis-1-Amino-2-indanol Basic information
Reaction
Product Name:(1S,2R)-(-)-cis-1-Amino-2-indanol
Synonyms:5R)-LGH447 dihydrochloride;(1S,2R)-(-)-cis-1-Amino-2-hydroxyindane 126456-43-7 (1S,2R)-(-)-cis-1-Amino-2-indanol;(1S,2R)-(-)-cis-1-Amino-2-indanol 126456-43-7;(1S,2R)-(-)-cis-1-Amino-2-indanol,99%;(1S, 2R)-Trans-1-AMino-2-indanol;(1S,2R)-(-)-1-Amino-2,3-dihydro-1H-inden-2-ol, (1S,2R)-(-)-1-Aminoindan-2-ol;(1S,2R)-1-Amino-2,3-dihydro-inden-2-ol;(1S,2R)-(-)-cis-1-Amino-2-indanol ,98%
CAS:126456-43-7
MF:C9H11NO
MW:149.19
EINECS:
Product Categories:Chiral Nitrogen;organic alcohol;Amino Alcohols (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;CHIRAL CHEMICALS;chiral;API intermediates;CHIRAL COMPOUNDS;Indinavir Sulfate
Mol File:126456-43-7.mol
(1S,2R)-(-)-cis-1-Amino-2-indanol Chemical Properties
Melting point 118-121 °C(lit.)
alpha -62 º (c=0.5, CHCl3)
Boiling point 270.27°C (rough estimate)
density 1.0753 (rough estimate)
refractive index 1.5760 (estimate)
RTECS NK7525500
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility soluble in Methanol
pka14.79±0.40(Predicted)
form Powder
color White to light beige
optical activity[α]20/D 61°, c = 0.5 in chloroform
Water Solubility slightly soluble
Sensitive Air Sensitive
BRN 4292559
InChIKeyLOPKSXMQWBYUOI-BDAKNGLRSA-N
CAS DataBase Reference126456-43-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36-36/37/39
RIDADR 3259
WGK Germany 3
10-23
TSCA No
HazardClass 8
HS Code 29052900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
(1S,2R)-(-)-cis-1-Amino-2-indanol Usage And Synthesis
Reaction
  1. Ligand component used in the chromium-catalyzed highly selective asymmetric ene reactions between aryl aldehydes and alkoxy- and silyloxyalkenes.
  2. Ligand component for the chromium-catalyzed highly enantioselective o inverse-demand hetero-Diels-Alder reactions of α,β-unsaturated aldehydes.
  3. Ligand component for the magnesium-catalyzed conjugate addition reaction of 1,3-dicarbonyl compounds to nitroalkenes.
  4. Component for stereoselective asymmetric 6π-azaelectrocyclization through the reaction between the (E)-3-
  5. carbonyl-2,4,6-trienal compounds and the (-)-7-alkyl-cis-1-amino-2-indanol derivatives.
  6. Ligand component for palladium-catalzyed asymmetric azaelectrocyclization for the preparation of 2,4-
  7. disubstituted chiral 1,2,5,6-tetrahydropyridines.
  8. Component for organocatalytic conjugate addition of formaldehyde N,N-dialkylhydrazones to β,γ -Unsaturated α-keto esters.
  9. N-Sulfinyl urea organocatalyst component for enantioselective aza-henry reaction.
  10. Component for organocatalytic enantioselective additions of indoles to nitroalkenes.
Chemical Propertieswhite to light yellow crystal powder
Uses1S,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.
Uses(1S,2R)-(-)-cis-1-Amino-2-indanol is used as a reagent in the synthesis of heterocyclic compounds as integrase inhibiting antiviral agents. It is also a key intermediate of the HIV protease inhibitor, Indinavir (I525000).
General Description(1S,2R)-(-)-cis-1-Amino-2-indanol is a main constituent of indinavir, a potent HIV (human immunodeficiency virus) protease inhibitor.
(1S,2R)-(-)-cis-1-Amino-2-indanol Preparation Products And Raw materials

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