tert-Butyl ((1S,2S)-2-aminocyclohexyl)carbamate, CAS No. 180683-64-1

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180683-64-1

Catalog No. EBD2197725

CAS 180683-64-1

Name tert-Butyl ((1S,2S)-2-aminocyclohexyl)carbamate

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Basic Information

Synonyms: tert-Butyl((1S,2S)-2-aminocyclohexyl)carbamate 1-n-boc-1(s),2(s)-cyclohexyldiamine (1s,2s)-boc-1,2-diaminocyclohexane (1s,2s)-trans-n-boc-1,2-cyclohexanediamine 1-n-boc-(1s,2s)-(+)-1,2-diaminocyclohexane n-tert-butoxycarbonyl-s,s-1,2-diaminocyclohexane carbamicacid,[(1s,2s)-2-aminocyclohexyl]-,1,1-dimethylethylester(9ci) (1s)-trans-n-boc-1,2-diaminocyclohexane trans(1s,2s)-1n-boc-cyclohexane-1,2-diamine tert-butyl[(1S,2S)-2-aminocyclohexyl]carbamate

Molecular Formula: C11H22N2O2

Molecular Weight: 214.3

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

Product Description:

(1S,2S)-N-Boc-trans-1,2-cyclohexanediamine is a chiral diamine compound featuring a trans-cyclohexane backbone with a Boc (tert-butoxycarbonyl) protecting group on one of the amine functionalities. This configuration provides both a protected primary amine and a free secondary amine, making it a versatile chiral building block. Its primary and most significant application is as a key chiral intermediate in pharmaceutical synthesis. The rigid trans-1,2-diaminocyclohexane scaffold is a privileged structure in medicinal chemistry, often employed in the development of chiral ligands for asymmetric catalysis and as a core structural element in active pharmaceutical ingredients (APIs). It is particularly valuable for constructing molecules with specific three-dimensional geometries required for biological activity. As a commercially available enantiomerically pure compound, it is widely used in research and development for the synthesis of complex drug candidates, especially in areas requiring high stereochemical control. Its utility extends to the preparation of metal-organic complexes and as a precursor for advanced materials where chirality is essential.

Physical Properties

Boiling Point: 322.1 °C at 760 mmHg

Flash Point: 148.6 °C

Density: 1.02 g/cm3

Safety Information

Packing Level: III

Hazard Category: 8

Transport Codes: 3259PSN1