CAS 1350636-75-7 | Tert-butyl N-[(1R,3R,4R)-3-hydroxy-4-sulfanylcyclohexyl]carbamate

Medicinal Chemistry & Lead Optimization

• Serves as a rigid, stereochemically defined scaffold for constructing bioactive target molecules and enzyme inhibitors.
• Incorporates sulfur-containing pharmacophores into small-molecule drug candidates to improve target affinity and metabolic profiles.
• Provides a versatile platform for parallel library synthesis and SAR (Structure-Activity Relationship) exploration.

Chemical Biology & Bioconjugation

• Utilizes the reactive thiol site for selective disulfide linkages, thioether functionalization, or maleimide-based couplings.
• Acts as a core building block in generating chemical probes, fluorescent tags, and biological assay ligands.
• Enables the design of custom linkers for targeted drug delivery systems and peptide-mimetic architectures.

Enantiopure Organic Synthesis

• Maintains exact (1R,3R,4R) stereocenter integrity during multi-step synthetic sequences for complex natural products.
• Allows selective, step-wise functional group operations due to distinct reactivity among Boc-amine, alcohol, and thiol moieties.
• Functions as a chiral precursor in organic synthesis research and specialized chemical development.

Handling & Application Context

Suitable for early-stage discovery, academic research laboratories, and contract research organization (CRO) synthetic pipelines. Store under inert gas in a cool, dry environment to prevent oxidation of the free thiol group and preserve raw material purity.