Description

(1R,3R)-5-(Bromomethylene)-1,3-Bis(tert-Butyldimethylsilyloxy)Cyclohexane CAS NO 387834-41-5 is a high-purity, chiral synthetic intermediate featuring a bromomethylene group and dual tert-butyldimethylsilyl (TBDMS) protecting groups. This compound is critically valuable for its role in stereoselective organic synthesis, enabling the construction of complex molecular architectures with precise spatial control. It is primarily sought after by research chemists and process development scientists in the pharmaceutical and advanced materials sectors for the development of novel active pharmaceutical ingredients (APIs) and specialty chemicals.

Application

• Pharmaceutical Intermediate: A key chiral building block for the synthesis of complex drug candidates, particularly in stereocontrolled carbon-carbon bond formation reactions.
• Asymmetric Synthesis: Utilized in catalytic and stoichiometric asymmetric transformations to introduce chirality into target molecules.
• Natural Product Synthesis: Serves as a versatile precursor in the total synthesis of complex natural products requiring specific stereochemistry.
• Organometallic Chemistry: Acts as a substrate for cross-coupling reactions (e.g., Suzuki, Heck) following deprotection or functional group interconversion.
• Polymer & Materials Science: Potential monomer or functionalizing agent for creating polymers with specific chiral or reactive side chains.
• Chemical Biology Probes: Used to develop labeled or tagged molecular probes for studying biological mechanisms.
• Process Chemistry R&D: Employed in route scouting and optimization for scalable manufacturing of fine chemicals.
• Academic & Industrial Research: A valuable reagent for methodological development in synthetic organic chemistry laboratories.

Basic Information

Product Name	(1R,3R)-5-(Bromomethylene)-1,3-Bis(tert-Butyldimethylsilyloxy)Cyclohexane
CAS No.	387834-41-5
Molecular Formula	C19H39BrO2Si2
Molecular Weight	435.59 g/mol
Synonyms	(1R,3R)-5-(Bromomethylene)-1,3-bis[(tert-butyldimethylsilyl)oxy]cyclohexane; (1R,3R)-5-(Bromomethylene)cyclohexane-1,3-diyl bis(tert-butyldimethylsilyl) ether; (1R,3R)-1,3-Bis-O-(tert-butyldimethylsilyl)-5-(bromomethylene)cyclohexane; 5-(Bromomethylene)-1,3-bis-O-TBDMS-(1R,3R)-cyclohexane; TBDMS-protected bromomethylene cyclohexanediol derivative; (1R,3R)-5-(Bromomethylene)-1,3-di-O-TBDMS-cyclohexane; Cyclohexane, 5-(bromomethylene)-1,3-bis[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (1R,3R)-
EINECS	Contact for details

Quality Control

Our (1R,3R)-5-(Bromomethylene)-1,3-Bis(tert-Butyldimethylsilyloxy)Cyclohexane is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure compliance with exacting research and development standards. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment to guarantee reproducible performance in your synthetic applications.

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 compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) for long-term storage to maintain stability and purity. Keep away from incompatible materials.

Specification

Item	Specification
Appearance	White to off-white solid or viscous oil
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 95.0% (Area %)
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH guidelines

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