663336
(1R,2R)-(−)-trans-1-Amino-2-indanol
97%
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About This Item
Empirical Formula (Hill Notation):
C9H11NO
CAS Number:
Molecular Weight:
149.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Assay:
97%
Form:
solid
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
SMILES string
N[C@H]1[C@H](O)Cc2ccccc12
InChI key
LOPKSXMQWBYUOI-RKDXNWHRSA-N
assay
97%
form
solid
optical activity
[α]/D -23.0°, c = 1 in ethanol
mp
142-146 °C
functional group
hydroxyl
Quality Level
Related Categories
Application
(1R,2R)-(−)-trans-1-Amino-2-indanol has been used as a starting material to prepare an indene-based chiral auxiliary, which is used in the aldol reaction.
It can also be used as:
It can also be used as:
- A starting material in the synthesis of oxazoline-alcohol ligands, which are employed in the asymmetric addition reaction of diethylzinc to aldehydes.
- A chiral test compound in the study of enantiomeric separation of chiral primary amines using supercritical fluid chromatography (SFC) and HPLC.
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
Regulatory Information
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Indene-based thiazolidinethione chiral auxiliary for propionate and acetate aldol additions
Osorio-Lozada A and Olivo HF
Organic Letters, 10(4), 617-620 (2008)
Comparison of enantiomeric separations and screening protocols for chiral primary amines by SFC and HPLC
Armstrong DW, et al.
LCGC North America, 32(17), 742-752 (2014)
Efficient one-step synthesis of chiral bidentate oxazoline-alcohol ligands via a cyclic imidate ester rearrangement
Noel T, et al.
Tetrahedron Asymmetry, 20(17), 1962-1968 (2009)
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