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

Reaction

CAS No.126456-43-7
Chemical Name:(1S,2R)-(-)-cis-1-Amino-2-indanol
CBNumber:CB6417161
Molecular Formula:C9H11NO
Formula Weight:149.19
MOL File:126456-43-7.mol

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

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
form Powder
pka 14.79±0.40(Predicted)
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)
FDA UNII LU3GK925A8
UNSPSC Code 12352116
NACRES NA.22

Safety

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

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338

(1S,2R)-(-)-cis-1-Amino-2-indanol Price More Price(8)

Brand: Sigma-Aldrich(India)
Product number: 440833
Product name : (1S,2R)-(−)-cis-1-Amino-2-indanol
Purity: 99%
Packaging: 1G
Price: ₹3918.65
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 440833
Product name : (1S,2R)-(−)-cis-1-Amino-2-indanol
Purity: 99%
Packaging: 5G
Price: ₹18564.88
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 440833
Product name : (1S,2R)-(−)-cis-1-Amino-2-indanol
Purity: 99%
Packaging: 25G
Price: ₹34412.68
Updated: 2022/06/14
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Brand: ALFA India
Product number: ALF-H32066-14
Product name : (1S,2R)-(-)-cis-1-Amino-2-indanol, 97%
Purity:
Packaging: 25g
Price: ₹33255
Updated: 2022/05/26
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Brand: ALFA India
Product number: ALF-H32066-06
Product name : (1S,2R)-(-)-cis-1-Amino-2-indanol, 97%
Purity:
Packaging: 5g
Price: ₹8602
Updated: 2022/05/26
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(1S,2R)-(-)-cis-1-Amino-2-indanol Chemical Properties,Usage,Production

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 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).
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.
- (R_S,1S,2R)-(-)-2,4,6-Trimethylbenzenesulfinic acid 1-(2,4,6-trimethylbenzenesulfonylamino)indan-2-yl ester.
General Description (1S,2R)-(-)-cis-1-Amino-2-indanol is a main constituent of indinavir, a potent HIV (human immunodeficiency virus) protease inhibitor.