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

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

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
Product Categories:
  • Chiral Nitrogen
  • organic alcohol
  • Amino Alcohols (Chiral)
  • Chiral Building Blocks
  • Synthetic Organic Chemistry
  • CHIRAL CHEMICALS
  • chiral
  • API intermediates
  • CHIRAL COMPOUNDS
  • Indinavir Sulfate
  • OLED
Mol File:
126456-43-7.mol
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(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
pka
14.79±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
InChIKey
LOPKSXMQWBYUOI-BDAKNGLRSA-N
CAS DataBase Reference
126456-43-7(CAS DataBase Reference)
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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
F 
10-23
TSCA 
No
HazardClass 
8
HS Code 
29052900

MSDS

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(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 Properties

white to light yellow crystal powder

Uses

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.

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.

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