Description

Methyl 2-((2R,4aS,6S,7R,8S,8aS)-7,8-bis((tert-butyldimethylsilyl)oxy)-6-((S,E)-1-((tert-butyldimethylsilyl)oxy)-3-iodoallyl)octahydropyrano[3,2-b]pyran-2-yl)acetate is a sophisticated, high-purity synthetic intermediate characterized by its complex stereochemistry and multiple silyl-protecting groups. This compound matters as a critical building block in the synthesis of complex natural products and pharmaceuticals, where precise stereochemical control is paramount. It is essential for research and development chemists in the pharmaceutical, biotechnology, and fine chemical industries who require advanced intermediates for complex multi-step syntheses, particularly in the development of novel therapeutic agents.

Application

• Pharmaceutical Intermediate: A key chiral precursor in the multi-step synthesis of complex drug candidates, particularly in oncology and anti-infective research.
• Natural Product Synthesis: Used in the total synthesis of complex polyketide-derived natural products with intricate pyran ring structures.
• Glycoscience Research: Serves as an advanced intermediate for the synthesis of complex carbohydrate analogs and glycomimetics due to its protected pyranose core.
• Process Chemistry Development: Employed in route scouting and optimization for the scalable production of high-value target molecules.
• Medicinal Chemistry: Provides a versatile scaffold for structure-activity relationship (SAR) studies and library synthesis in drug discovery programs.
• Chemical Biology Probe Development: The iodine moiety offers a handle for further functionalization via cross-coupling reactions, useful for creating labeled probes.

Basic Information

Item	Information
Product Name	Methyl 2-((2R,4aS,6S,7R,8S,8aS)-7,8-bis((tert-butyldimethylsilyl)oxy)-6-((S,E)-1-((tert-butyldimethylsilyl)oxy)-3-iodoallyl)octahydropyrano[3,2-b]pyran-2-yl)acetate
CAS No.	157322-83-3
Molecular Formula	C31H57IO7Si3
Molecular Weight	761.00 g/mol (approx.)
Synonyms	Methyl (2R,4aS,6S,7R,8S,8aS)-7,8-Bis[(tert-butyldimethylsilyl)oxy]-6-[(1S,2E)-1-[(tert-butyldimethylsilyl)oxy]-3-iodoprop-2-en-1-yl]hexahydro-2H-pyrano[3,2-b]pyran-2-acetate; TBS-protected iodo-allyl pyranopyran acetate methyl ester; CAS 157322-83-3; (2R,4aS,6S,7R,8S,8aS)-7,8-Bis[(tert-butyldimethylsilyl)oxy]-6-[(1S,2E)-1-[(tert-butyldimethylsilyl)oxy]-3-iodoprop-2-en-1-yl]hexahydro-2H-pyrano[3,2-b]pyran-2-acetic Acid Methyl Ester
EINECS	Contact for details

Quality Control

Our Methyl 2-((2R,4aS,6S,7R,8S,8aS)-7,8-bis((tert-butyldimethylsilyl)oxy)-6-((S,E)-1-((tert-butyldimethylsilyl)oxy)-3-iodoallyl)octahydropyrano[3,2-b]pyran-2-yl)acetate is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high chemical purity suitable for advanced synthetic applications. All products undergo rigorous analytical testing, including HPLC, NMR, and mass spectrometry, to confirm identity, purity, and stereochemical integrity. Certificates of Analysis (COA) detailing all specifications are provided with each shipment. We adhere to cGMP principles where applicable to support our clients' regulatory and research needs.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere (e.g., argon or nitrogen) in a dedicated freezer. This compound is hygroscopic (moisture-sensitive) and light-sensitive. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation. For long-term storage, keep the primary container in a secondary sealed container with desiccant.

Specification

Item	Specification
Appearance	White to off-white solid or viscous oil
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0% (Area %)
Assay (NMR)	≥ 90.0% (w/w)
Water Content (KF)	≤ 1.0%
Specific Rotation	Contact for details

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