440841
(1R,2S)-(+)-cis-1-Amino-2-indanol
99%
Synonym(s):
(1R,2S)-(+)-cis-1-Amino-2-hydroxyindane
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About This Item
Empirical Formula (Hill Notation):
C9H11NO
CAS Number:
Molecular Weight:
149.19
Beilstein:
2803743
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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S D Young et al.
Journal of medicinal chemistry, 35(10), 1702-1709 (1992-05-15)
A systematic investigation was undertaken to determine the role of the P1' sidechain in a series of hydroxyethylene isostere based inhibitors of HIV-1 protease. Substitution and homologation of the benzyl P1' side chain of the Phe-Phe isostere based pseudo peptides
D'Aniello, F. et al.
The Journal of Organic Chemistry, 59, 3762-3762 (1994)
Askin, D. et al.
The Journal of Organic Chemistry, 57, 2771-2771 (1992)
Dorsey, B.D. et al.
Tetrahedron Letters, 34, 1851-1851 (1993)
Didier, E. et al.
Tetrahedron, 47, 4941-4941 (1991)
Chromatograms
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