Description

(3S,5S)-3,5-Bis(tert-Butyldimethylsilyloxy)Cyclohexanone is a high-value, chiral synthetic intermediate featuring dual tert-butyldimethylsilyl (TBDMS) protecting groups. This compound matters because it provides a critical, stereochemically defined building block for the synthesis of complex molecules, particularly in pharmaceutical research and development. It is primarily needed by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries for constructing advanced chiral scaffolds and natural product analogs. Its protected diol functionality offers precise control over subsequent synthetic transformations.

Application

• Pharmaceutical Intermediate: A key chiral precursor in the synthesis of active pharmaceutical ingredients (APIs), especially for drugs targeting metabolic and central nervous system disorders.
• Asymmetric Synthesis: Serves as a versatile starting material for the construction of complex, enantiomerically pure molecules via controlled functional group manipulations.
• Natural Product Synthesis: Used in the total synthesis of natural products that contain substituted cyclohexanone or cyclohexanol motifs.
• Agrochemical Research: Employed in the development of novel, chiral herbicides, fungicides, and plant growth regulators.
• Material Science Precursor: Potential use in creating chiral ligands for catalysis or advanced organic materials with specific stereochemical properties.
• Process Chemistry & Scale-up: Suitable for optimization and scale-up from laboratory to pilot plant scale for commercial manufacturing routes.

Basic Information

Product Name	(3S,5S)-3,5-Bis(tert-Butyldimethylsilyloxy)Cyclohexanone
CAS No.	139356-35-7
Molecular Formula	C18H38O3Si2
Molecular Weight	358.68 g/mol
Synonyms	(3S,5S)-3,5-Bis[(1,1-dimethylethyl)dimethylsilyl]oxy]cyclohexanone; (3S,5S)-3,5-Bis-O-(tert-butyldimethylsilyl)cyclohexanone; Cyclohexanone, 3,5-bis[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (3S,5S)-; (3S,5S)-3,5-Di-O-TBDMS-cyclohexanone; (3S,5S)-3,5-Bis(TBDMSO)cyclohexanone; (3S-cis)-3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]cyclohexanone
EINECS	Contact for details

Quality Control

Our (3S,5S)-3,5-Bis(tert-Butyldimethylsilyloxy)Cyclohexanone is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity and chemical identity verification, to ensure it meets the high standards required for advanced synthetic applications. Certificates of Analysis (COA) detailing purity, enantiomeric excess, and impurity profiles are available upon request to support your quality and regulatory documentation.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and must be kept under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 98.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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