Description

2H-Cyclopenta[b]furan-2-one, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[(1E,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-phenyl-1-penten-1-yl]hexahydro-, (3aR,4R,5R,6aS)- is a sophisticated, stereochemically defined synthetic intermediate featuring dual tert-butyldimethylsilyl (TBDMS) protecting groups. This compound is of critical importance in advanced organic synthesis, particularly for the construction of complex natural product analogs and pharmaceuticals where precise stereocontrol is paramount. It is primarily sought after by research and development chemists in the pharmaceutical, agrochemical, and fine chemical industries for use in multi-step synthetic routes.

Application

• Pharmaceutical Intermediate: Serves as a key chiral building block in the synthesis of novel active pharmaceutical ingredients (APIs), especially for complex polycyclic or prostaglandin-like structures.
• Natural Product Synthesis: Used in the total synthesis of complex natural products, leveraging its protected hydroxyl functionalities and defined stereochemistry for selective transformations.
• Agrochemical Research: Acts as a precursor in the development of new, stereospecific pesticides and herbicides where biological activity is highly dependent on molecular configuration.
• Fine Chemical Manufacturing: Employed in the production of high-value specialty chemicals, flavors, and fragrances requiring advanced synthetic methodologies.
• Methodology Development: Utilized in academic and industrial research to develop new catalytic or asymmetric synthetic reactions.
• Protecting Group Chemistry: Demonstrates the application of silyl ether protecting groups (TBDMS) in complex multi-functional molecule synthesis.

Basic Information

Product Name	2H-Cyclopenta[b]furan-2-one, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[(1E,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-phenyl-1-penten-1-yl]hexahydro-, (3aR,4R,5R,6aS)-
CAS No.	1240483-15-1
Molecular Formula	C30H50O4Si2
Molecular Weight	530.90 g/mol
Synonyms	(3aR,4R,5R,6aS)-5-((tert-Butyldimethylsilyl)oxy)-4-((E,3S)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-one; Bis-TBDMS Protected Lactone Intermediate; 5,3'-Bis-O-(tert-butyldimethylsilyl) Cyclopentafuranone Derivative; (3aR,4R,5R,6aS)-Hexahydro-5-[(tert-butyldimethylsilyl)oxy]-4-[(1E,3S)-3-[(tert-butyldimethylsilyl)oxy]-5-phenyl-1-penten-1-yl]-2H-cyclopenta[b]furan-2-one
EINECS	Contact for details

Quality Control

This high-purity synthetic intermediate is produced under strict quality control protocols in compliance with cGMP guidelines where applicable. Each batch is characterized using advanced analytical techniques including HPLC, GC, NMR, and MS to confirm identity, stereochemical purity, and chemical purity. Our products undergo rigorous quality testing to ensure compliance with industry standards. Certificates of Analysis (COA) detailing purity, chiral purity, and impurity profiles are available upon request.

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 possible to prevent degradation. For long-term storage, consider storage at 2-8°C.

Specification

Item	Specification
Appearance	White to off-white solid or viscous oil
Identification (HPLC)	Conforms to reference standard
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
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.