(+)-10-dicyclohexylsulfamoyl-L-isoborneol, CAS No. 99295-72-4

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99295-72-4

Catalog No. EBD2638398

CAS 99295-72-4

Name (+)-10-dicyclohexylsulfamoyl-L-isoborneol

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Basic Information

Synonyms: (-)-n,n-dicyclohexyl-(1s)-isoborneol-10-sulfonamide (-)-10-dicyclohexylsulfamoyl-D-isoborneol (+)-10-dicyclohexylsulfamoyl-L-isoborneol ()-N,N-Dicyclohexyl-(1S)-isoborneol-10-sulfonamide (-)-10-Dicyclohexylsulfamoyl-D-iso-Borneol=(-)-N,N-Dicyclohexyl-(1S)-iso-Borneol-10-Sulfonamide

Molecular Formula: C22H39NO3S

Molecular Weight: 397.61

Categories: Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands Synthetic Chemistry > Organic Building Blocks > Phosphorus Compounds

Product Description:

(-)-N,N-Dicyclohexyl-(1S)-isoborneol-10-sulfonamide is a chiral sulfonamide derivative characterized by a rigid isoborneol scaffold. This compound serves as a versatile chiral auxiliary and ligand in asymmetric synthesis. Its structure combines a sterically hindered sulfonamide group with a chiral terpene backbone, making it effective for inducing enantioselectivity in various catalytic transformations. The primary application of this compound is in the field of asymmetric catalysis. It is notably used as a precursor or a key component in the synthesis of chiral phosphoramidite ligands, such as the widely used "TADDOL"-derived phosphoramidites. These ligands are crucial for metal-catalyzed asymmetric reactions, including hydrogenations and conjugate additions, where they help control the stereochemistry of the newly formed chiral centers to produce enantiomerically enriched products.

Physical Properties

Melting Point: 163-164 °C(lit.)

Boiling Point: 520.4°Cat760mmHg

Flash Point: 268.5°C

Density: 1.16g/cm3