Description

Methyl (3R)-3-(tert-Butyldimethylsilyloxy)-5-Oxo-6-Triphenylphosphoranylidenehexanoate is a high-value, chiral synthetic intermediate featuring a protected hydroxyl group and a reactive ylide moiety. This compound is critical for the stereoselective construction of complex molecules, enabling precise control over molecular architecture in advanced synthesis. It is primarily sought after by research institutions and pharmaceutical companies engaged in the development of novel active pharmaceutical ingredients (APIs), fine chemicals, and other sophisticated organic compounds.

Application

• Pharmaceutical Intermediate: A key building block in the multi-step synthesis of chiral drug candidates, particularly for complex targets like macrolides, polyketides, and other natural product derivatives.
• Asymmetric Synthesis: Utilized in Horner-Wadsworth-Emmons (HWE) olefination reactions to install (E)-configured α,β-unsaturated carbonyl systems with high stereocontrol.
• Fine Chemical Production: Serves as a precursor in the manufacture of specialty chemicals requiring specific stereochemistry and functional group arrays.
• Academic & Industrial R&D: Employed in methodological research and process development for new synthetic routes in organic and medicinal chemistry.
• Protected Synthon: The tert-butyldimethylsilyl (TBDMS) protecting group allows for selective deprotection and further functionalization at a later synthetic stage.

Basic Information

Product Name	Methyl (3R)-3-(tert-Butyldimethylsilyloxy)-5-Oxo-6-Triphenylphosphoranylidenehexanoate
CAS No.	147118-35-2
Molecular Formula	C31H39O4PSi
Molecular Weight	534.70 g/mol
Synonyms	Methyl (3R)-3-[(tert-butyldimethylsilyl)oxy]-5-oxo-6-(triphenyl-λ5-phosphanylidene)hexanoate; (R)-Methyl 3-((tert-butyldimethylsilyl)oxy)-5-oxo-6-(triphenylphosphoranylidene)hexanoate; (R)-Methyl 3-(TBDMS-oxy)-5-oxo-6-(triphenylphosphoranylidene)hexanoate; Methyl 3-[(tert-Butyldimethylsilyl)oxy]-5-oxo-6-(triphenylphosphoranylidene)hexanoate, (3R)-; HWE Reagent, Chiral TBDMS-protected; (3R)-3-[(tert-Butyldimethylsilyl)oxy]-5-oxo-6-(triphenylphosphoranylidene)hexanoic Acid Methyl Ester; CAS 147118-35-2
EINECS	Contact for details

Quality Control

Our production of this advanced intermediate adheres to strict quality management protocols to ensure batch-to-batch consistency and high purity. Identity and purity are confirmed via advanced analytical techniques including NMR, HPLC, and chiral analysis. A comprehensive Certificate of Analysis (COA) detailing assay, chiral purity, and impurity profiles is provided with each shipment to support your quality and regulatory requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., argon or nitrogen) due to its moisture-sensitive and light-sensitive nature. Allow the sealed container to reach room temperature before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	White to off-white solid or powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥ 95.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Water Content (KF)	≤ 1.0%
Residual Solvents (GC)	Meets ICH guidelines

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