Description

(3S,5S)-3,5-Bis[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-1-Hydroxy-Cyclohexanemethanol is a high-value, protected chiral intermediate of significant importance in advanced organic synthesis. Its primary value lies in its role as a key building block for the stereoselective construction of complex molecules, particularly in pharmaceutical research and development. This compound is essential for chemists and manufacturers in the life sciences sector who require high-purity, structurally defined intermediates for the synthesis of active pharmaceutical ingredients (APIs) and other fine chemicals.

Application

• Pharmaceutical Intermediate: A critical chiral synthon for the synthesis of complex drug candidates, particularly those requiring specific stereochemistry at multiple centers.
• Steroid and Terpenoid Synthesis: Used in the construction of steroidal frameworks and other polycyclic terpenoid structures due to its protected diol functionality.
• Asymmetric Synthesis: Serves as a starting material or intermediate in catalytic asymmetric reactions to introduce defined stereocenters.
• Natural Product Synthesis: Employed in the total synthesis of complex natural products where the (3S,5S) configuration is required.
• Protecting Group Chemistry: The tert-butyldimethylsilyl (TBDMS) groups make it a useful reagent for studying or applying orthogonal protection strategies in multi-step syntheses.
• Process Chemistry Development: Used in scaling up synthetic routes from laboratory to pilot plant and commercial manufacturing for new chemical entities.

Basic Information

Product Name	(3S,5S)-3,5-Bis[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-1-Hydroxy-Cyclohexanemethanol
CAS No.	139356-34-6
Molecular Formula	C20H44O4Si2
Molecular Weight	404.73 g/mol
Synonyms	(3S,5S)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-1-(hydroxymethyl)cyclohexanol; (3S,5S)-3,5-Bis-O-(tert-butyldimethylsilyl)-1-hydroxymethyl-cyclohexane-1,3,5-triol (protected form); 1-Hydroxymethyl-3,5-bis-O-(tert-butyldimethylsilyl)-cyclohexane-1,3,5-triol (3S,5S)-; TBDMS-protected (3S,5S)-Cyclohexanetriol methanol; (3S,5S)-1-(Hydroxymethyl)cyclohexane-1,3,5-triyl bis(tert-butyldimethylsilyl) ether
EINECS	Contact for details

Quality Control

Our (3S,5S)-3,5-Bis[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-1-Hydroxy-Cyclohexanemethanol 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 to guarantee traceability, purity, and consistency.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic nature, the container should be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent moisture absorption and degradation. Recommended long-term storage temperature is 2-8°C.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% de
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH Q3C guidelines

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