Description

(1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)Silyloxymethyl-2,3-Dioxy-O,o-Isopropylidenebicyclo[3.1.0]Hexan-4-Ol CAS NO 915694-38-1 is a sophisticated chiral building block and protected sugar derivative of significant value in synthetic organic chemistry. This compound matters because it provides a highly functionalized, stereochemically defined scaffold that is critical for the synthesis of complex nucleoside analogs, antiviral agents, and other bioactive molecules. Pharmaceutical R&D laboratories and fine chemical manufacturers specializing in carbohydrate chemistry and antiviral drug development are the primary users of this high-value intermediate.

Application

• Key Intermediate in Nucleoside Synthesis: Serves as a crucial precursor for the preparation of modified nucleosides and nucleotides with antiviral or anticancer activity.
• Antiviral Pro-Drug Development: Used in the research and production of prodrugs for hepatitis B (HBV) and hepatitis C (HCV) therapeutics, where the protected diol and silyl ether functionalities are essential.
• Carbohydrate Chemistry: Acts as a protected glycosyl donor or acceptor in the synthesis of complex oligosaccharides and glycomimetics.
• Chiral Pool Synthesis: Provides a source of multiple, defined stereocenters for the asymmetric synthesis of natural products and other chiral pharmaceuticals.
• Pharmaceutical Research: Employed in medicinal chemistry programs targeting viral polymerases and other enzyme inhibitors.
• Process Chemistry & Scale-Up: Used in the development and optimization of commercial-scale synthetic routes for active pharmaceutical ingredients (APIs).

Basic Information

Product Name	(1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)Silyloxymethyl-2,3-Dioxy-O,o-Isopropylidenebicyclo[3.1.0]Hexan-4-Ol
CAS No.	915694-38-1
Molecular Formula	C30H38O5Si
Molecular Weight	506.71 g/mol
Synonyms	1-[(1,1-Dimethylethyl)diphenylsilyl]oxy-2,3-O-(1-methylethylidene)-4-hydroxybicyclo[3.1.0]hexane-2,3-diol; 1-[(tert-Butyldiphenylsilyl)oxy]methyl-2,3-O-isopropylidene-4-hydroxybicyclo[3.1.0]hexane-2,3-diol; Bicyclo[3.1.0]hexane-4-ol, 1-[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl-2,3-O-(1-methylethylidene)-; TBDPS-protected bicyclohexanol derivative; Protected L-Nucleoside Intermediate; CAS 915694-38-1
EINECS	Contact for details

Quality Control

This high-purity synthetic intermediate is produced under strict quality control protocols. Each batch is characterized and tested to ensure identity, purity, and consistency, with specifications typically covering chiral purity (enantiomeric excess), chemical purity by HPLC, and residual solvents. Certificates of Analysis (COA) detailing batch-specific results are provided and can be tailored to meet specific customer or regulatory requirements for pharmaceutical development.

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 light-sensitive; prolonged exposure to ambient conditions should be avoided to maintain stability and purity.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (HPLC)	Conforms to reference
Assay (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% e.e.
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.