440833
(1S,2R)-(−)-cis-1-Amino-2-indanol
99%
Synonym(s):
(1S,2R)-(−)-cis-1-Amino-2-hydroxyindane
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C9H11NO
CAS Number:
Molecular Weight:
149.19
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4292559
Assay:
99%
Form:
powder
Quality Level
assay
99%
form
powder
optical purity
ee: 99% (GLC)
mp
118-121 °C (lit.)
functional group
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
InChI key
LOPKSXMQWBYUOI-BDAKNGLRSA-N
General description
(1S,2R)-(-)-cis-1-Amino-2-indanol is a main constituent of indinavir, a potent HIV (human immunodeficiency virus) protease inhibitor.
Useful chiral ligand for asymmetric synthesis.
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.
Legal Information
Sold under license from Sterling Pharma Solutions Limited.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Cis-1-amino-2-indanol in asymmetric synthesis. Part I. A practical catalyst system for the enantioselective borane reduction of aromatic ketones.
Hong Y, et al.
Tetrahedron Letters, 35(36), 6631-6634 (1994)
Highly stereoselective asymmetric 6p-azaelectrocyclization utilizing the novel 7-alkyl substituted cis-1-amino-2-indanols: Formal synthesis of 20-epiuleine.
Tanaka K and Katsumura S.
Journal of the American Chemical Society, 124(33), 9660-9661 (2002)
Aldrichimica Acta, 31, 3-3 (1998)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 440833-25G | 04061832719177 |
| 440833-5G | 04061832253695 |
| 440833-1G | 04061825933245 |