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440833

(1S,2R)-(−)-cis-1-Amino-2-indanol

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H11NO
CAS Number:
126456-43-7
Molecular Weight:
149.19
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
24867627
MDL number:
MFCD00216655
Beilstein/REAXYS Number:
4292559
Assay:
99%
Form:
powder
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Quality Segment

100

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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

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