Skip to Content
MilliporeSigma
All Photos(1)

Documents

440841

Sigma-Aldrich

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

99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C9H11NO
CAS Number:
Molecular Weight:
149.19
Beilstein/REAXYS Number:
2803743
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

solid

optical activity

[α]22/D +63°, c = 0.2 in chloroform

optical purity

ee: 99% (GLC)

mp

118-121 °C (lit.)

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+/m0/s1

InChI key

LOPKSXMQWBYUOI-DTWKUNHWSA-N

Looking for similar products? Visit Product Comparison Guide

application

This cis-aminoindanol and its antipode have been used in the preparation of a series of potent HIV-1 protease inhibitory peptides. Also, they have served as chiral ligands in the catalytic asymmetric reduction of prochiral ketones with boranes.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Askin, D. et al.
The Journal of Organic Chemistry, 57, 2771-2771 (1992)
D'Aniello, F. et al.
The Journal of Organic Chemistry, 59, 3762-3762 (1994)
Dorsey, B.D. et al.
Tetrahedron Letters, 34, 1851-1851 (1993)
Thompson, W.J. et al.
Tetrahedron Letters, 33, 2957-2957 (1992)
S Thaisrivongs et al.
Journal of medicinal chemistry, 36(8), 941-952 (1993-04-16)
A number of potential HIV protease inhibitory peptides that contain the dihydroxyethylene isostere were prepared and evaluated for their enzyme binding affinity and antiviral activity in cell cultures. From the template of a previously reported active peptide A, modifications at

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service