Description

(3R-Trans)-[3,5-Bis[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]Cyclohexylidene]-Acetic Acid Ethyl Ester is a high-value, protected intermediate of significant importance in advanced organic synthesis. This compound is specifically designed to provide a sterically hindered, silyl-protected diol functionality, which is crucial for the stereoselective construction of complex molecular architectures. It is primarily utilized by research and development chemists in the pharmaceutical and fine chemical industries for the synthesis of novel active pharmaceutical ingredients (APIs) and other sophisticated organic molecules.

Application

• Advanced Pharmaceutical Intermediates: A key chiral building block for the synthesis of complex drug candidates, particularly in oncology and antiviral research.
• Asymmetric Synthesis: Used in stereocontrolled reactions to introduce the protected cyclohexylidene moiety into target molecules with high enantiomeric purity.
• Natural Product Synthesis: Serves as a critical intermediate in the total synthesis of complex natural products with polycyclic structures.
• Process Chemistry Development: Employed in route scouting and optimization for scalable manufacturing of high-value fine chemicals.
• Material Science Research: Potential precursor for creating novel chiral ligands or monomers for specialty polymers.

Basic Information

Product Name	(3R-Trans)-[3,5-Bis[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]Cyclohexylidene]-Acetic Acid Ethyl Ester
CAS No.	139356-36-8
Molecular Formula	C23H46O4Si2
Molecular Weight	442.79 g/mol
Synonyms	Ethyl (3R-trans)-3,5-Bis[(tert-butyldimethylsilyl)oxy]-1-cyclohexylideneacetate; (3R-trans)-3,5-Bis-O-(tert-butyldimethylsilyl)-1-cyclohexylideneacetic Acid Ethyl Ester; TBDMS-protected Cyclohexylideneacetic Acid Ethyl Ester; (3R,5R)-3,5-Bis[(tert-Butyldimethylsilyl)oxy]cyclohexylideneacetic Acid Ethyl Ester; Ethyl (3R,5R)-3,5-Bis[(tert-Butyldimethylsilyl)oxy]-1-cyclohexene-1-acetate; 139356-36-8; TBDMS Cyclohexylidene Ester Intermediate
EINECS	Contact for details

Quality Control

This high-purity synthetic intermediate is manufactured under strict quality control protocols. Every batch undergoes comprehensive analytical characterization, including HPLC, GC, NMR, and chiral analysis, to ensure identity, purity, and stereochemical integrity. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting critical parameters such as assay, enantiomeric excess, and impurity profiles. Our quality system is designed to meet the stringent requirements of GMP and ISO standards for advanced pharmaceutical intermediates.

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) when opening the primary container to prevent degradation. Keep away from strong acids and incompatible organic solvents.

Specification

Item	Specification
Appearance	Colorless to pale yellow viscous liquid or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥ 97.0%
Enantiomeric Purity (Chiral HPLC)	≥ 99.0% 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.