Description

(1S,4S)-Ethyl 4-((tert-Butyldimethylsilyl)Oxy)Cyclohexanecarboxylate is a high-value, stereochemically defined chiral building block and synthetic intermediate. Its core value proposition lies in providing a protected hydroxyl group on a cyclohexane scaffold, enabling complex multi-step synthesis with precise stereochemical control. This compound is essential for researchers and manufacturers in the pharmaceutical and fine chemical industries, particularly for developing active pharmaceutical ingredients (APIs) and advanced organic materials.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of complex drug candidates, especially those targeting the central nervous system (CNS) and metabolic diseases.
• Asymmetric Synthesis: Serves as a versatile starting material or intermediate for constructing stereocenters in natural product synthesis and catalyst development.
• Protecting Group Chemistry: The tert-butyldimethylsilyl (TBDMS) ether group provides orthogonal protection for the hydroxyl function, allowing selective reactions elsewhere on the molecule.
• Process Chemistry & Scale-up: Used in route scouting and optimization for the commercial production of enantiomerically pure compounds.
• Academic & Contract Research: Employed in medicinal chemistry programs and methodological research for discovering new synthetic pathways.
• Advanced Material Precursor: Potential use in synthesizing chiral ligands for catalysis or components for liquid crystal and polymer research.

Basic Information

Item	Details
Product Name	(1S,4S)-Ethyl 4-((tert-Butyldimethylsilyl)Oxy)Cyclohexanecarboxylate
CAS No.	158009-08-6
Molecular Formula	C15H30O3Si
Molecular Weight	286.49 g/mol
Synonyms	(1S,4S)-Ethyl 4-[(tert-Butyldimethylsilyl)oxy]cyclohexanecarboxylate; Ethyl (1S,4S)-4-[(tert-Butyldimethylsilyl)oxy]cyclohexanecarboxylate; (1S,4S)-4-[(tert-Butyldimethylsilyl)oxy]cyclohexanecarboxylic Acid Ethyl Ester; trans-Ethyl 4-(tert-Butyldimethylsiloxy)cyclohexanecarboxylate; TBDMS Ether of Ethyl 4-Hydroxycyclohexanecarboxylate; Chiral Ethyl 4-(TBDMS-oxy)cyclohexanecarboxylate
EINECS	Contact for details

Quality Control

Our (1S,4S)-Ethyl 4-((tert-Butyldimethylsilyl)Oxy)Cyclohexanecarboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for pharmaceutical R&D and production. Certificates of Analysis (COA) with detailed chromatographic data are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (typically 15-25°C). The compound is stable under inert atmosphere but should be kept away from strong acids and organic solvents as indicated by its chemical properties.

Specification

Item	Specification
Appearance	Colorless to pale yellow clear liquid
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.