(1S,2R)-()-cis-1-Amino-2-indanol, CAS No. 126456-43-7

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126456-43-7

Catalog No. EBD2197992

CAS 126456-43-7

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

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Basic Information

Synonyms: (1S,2R)-()-cis-1-Amino-2-indanol (1S,2R)-(-)-cis-1-Amino-2-indanol (1S,2R)-(-)-1-Amino-2-Indanol (1S,2R)-(-)-Cis-1-Amino-2-Hydroxyindane (1S,2R)-Cis-1-Amino-2-Indanol (1S,2R)-(-)-Cis-1-Aminoindan-2-Ol (1S,2R)-(+)-Cis-1-Aminoindan-2-Ol (1S,2R)-1-Amino-2,3-Dihydro-1H-Inden-2-Ol (1S,2R)-(-)-1-Amino-2-Hydroxyindan (1S,2R)-1-Amino-2-Hydroxyindane (1S,2R)-Trans-1-Amino-2-Indanol (1S,2R)-1-Amino-2-Indanol (1S,2R)-1-Aminoindan-2-Ol [(1S,2R)-2-Hydroxyindan-1-Yl]Ammonium

Molecular Formula: C9H11NO

Molecular Weight: 149.19

MDL Number: MFCD00216655

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(1S,2R)-(-)-1-Amino-2-indanol is a chiral amino alcohol compound with a fused bicyclic structure. It is a versatile and highly valuable chiral building block and auxiliary in asymmetric synthesis. The compound features both an amino group and a hydroxyl group on adjacent carbon atoms within the indane ring system, providing a rigid scaffold for inducing stereoselectivity. Its primary and most significant application is in the pharmaceutical industry as a key chiral intermediate. It is notably used in the synthesis of the antidiabetic drug Nateglinide, where it serves as the crucial chiral precursor. Furthermore, it is employed as a chiral ligand or auxiliary in various catalytic asymmetric reactions, including epoxidations and reductions, to produce enantiomerically pure compounds for drug discovery and development. Due to its rigid structure and defined stereochemistry, it is also a valuable scaffold in medicinal chemistry for constructing bioactive molecules. The compound is commercially available and handled as a solid, requiring standard precautions for amino compounds.

Physical Properties

Melting Point: 118-121 °C(lit.)

Boiling Point: 290.031 °C at 760 mmHg

Flash Point: 129.207 °C

Density: 1.212 g/cm3

Solubility: slightly soluble

Analytical Data

Appearance: white to light yellow crystal powder