Description

2(5H)-Furanone, 5-[[[(1,1-Dimethylethyl)Diphenylsilyl]Oxy]Methyl]-, (5S)- (9Ci) is a high-value, chiral silyl-protected butenolide derivative, serving as a critical synthetic intermediate in advanced organic synthesis. Its primary value lies in providing a protected, enantiomerically pure hydroxylactone scaffold that is essential for constructing complex molecular architectures. This compound is particularly vital for pharmaceutical research and development chemists engaged in the synthesis of active pharmaceutical ingredients (APIs), natural products, and other fine chemicals requiring precise stereochemical control.

Application

• Pharmaceutical Intermediate: A key chiral building block for the synthesis of complex drug candidates, particularly in oncology, antiviral, and anti-inflammatory research.
• Asymmetric Synthesis: Utilized in stereoselective reactions to introduce the (5S)-configured butenolide moiety into target molecules.
• Natural Product Synthesis: Serves as a precursor in the total synthesis of natural products containing γ-butyrolactone or furanone structures.
• Protecting Group Strategy: The tert-butyldiphenylsilyl (TBDPS) group protects the primary alcohol, allowing for selective deprotection in multi-step synthetic sequences.
• Process Chemistry Development: Used in scaling up synthetic routes for potential APIs from laboratory to pilot plant scale.
• Chemical Biology Probes: Can be incorporated into molecular probes for studying biological pathways and enzyme mechanisms.

Basic Information

Item	Details
Product Name	2(5H)-Furanone, 5-[[[(1,1-Dimethylethyl)Diphenylsilyl]Oxy]Methyl]-, (5S)- (9Ci)
CAS No.	99315-76-1
Molecular Formula	C22H26O3Si
Molecular Weight	366.53 g/mol
Synonyms	(5S)-5-[[(tert-Butyldiphenylsilyl)oxy]methyl]furan-2(5H)-one; (S)-5-((tert-Butyldiphenylsilyloxy)methyl)dihydrofuran-2(3H)-one; (S)-5-((TBDPSO)methyl)dihydrofuran-2(3H)-one; (S)-γ-[(tert-Butyldiphenylsilyloxy)methyl]-γ-butyrolactone; Chiral TBDPS-protected butenolide; (S)-5-((tert-Butyldiphenylsilyloxy)methyl)-2(5H)-furanone
EINECS	Contact for details

Quality Control

Our high-purity chiral intermediates are manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral HPLC to ensure enantiomeric excess (ee) >98% and standard identity/purity verification via NMR, IR, and GC/HPLC. We provide a detailed Certificate of Analysis (COA) with every shipment, documenting all critical quality attributes to support your regulatory and R&D documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as specified on the label or COA. This product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when appropriate to maintain stability and purity.

Specification

Item	Specification
Appearance	Colorless to pale yellow viscous liquid or solid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 98.0%
Water Content (KF)	≤ 0.5%

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