Description

(3S,4S,5R,6R)-3,4,5-Tris(Benzyloxy)-6-((Benzyloxy)Methyl)Tetrahydro-2H-Pyran-2-Ol is a sophisticated, multi-benzyl-protected carbohydrate derivative that serves as a critical chiral building block in advanced organic synthesis. Its value lies in providing precise stereochemical control and protecting group functionality for constructing complex molecular architectures. This high-purity intermediate is essential for researchers and process chemists in the pharmaceutical and fine chemical industries, particularly for the development of novel therapeutics, nucleoside analogs, and complex natural products.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of active pharmaceutical ingredients (APIs), especially for antiviral and anticancer drugs.
• Nucleoside & Nucleotide Chemistry: Used in the synthesis of modified nucleosides and nucleotides, which are fundamental to prodrug development and oligonucleotide therapeutics.
• Glycosylation Reactions: Serves as a glycosyl donor or acceptor in stereoselective glycosylation protocols for oligosaccharide and glycoconjugate synthesis.
• Natural Product Synthesis: A valuable precursor in the total synthesis of complex natural products containing sugar moieties with specific stereochemistry.
• Process Chemistry & Scale-up: Employed in route scouting and optimization for the commercial-scale manufacturing of high-value fine chemicals.
• Academic & Institutional Research: Used in laboratories for methodological development in asymmetric synthesis and carbohydrate chemistry.

Basic Information

Product Name	(3S,4S,5R,6R)-3,4,5-Tris(Benzyloxy)-6-((Benzyloxy)Methyl)Tetrahydro-2H-Pyran-2-Ol
CAS No.	131347-08-5
Molecular Formula	C34H36O6
Molecular Weight	540.65 g/mol
Synonyms	1,2,3,4-Tetra-O-benzyl-D-mannitol; 1,2,3,4-Tetra-O-benzyl-D-mannitol (cyclic form); Tetra-O-benzyl-D-mannitol; D-Mannitol, 1,2,3,4-tetra-O-benzyl-; 1,2,3,4-Tetra-O-benzylmannitol; (3S,4S,5R,6R)-3,4,5,6-Tetrakis(benzyloxy)tetrahydro-2H-pyran-2-methanol
EINECS	Contact for details

Quality Control

We supply (3S,4S,5R,6R)-3,4,5-Tris(Benzyloxy)-6-((Benzyloxy)Methyl)Tetrahydro-2H-Pyran-2-Ol with a focus on high chiral purity and batch-to-batch consistency, critical for sensitive synthetic applications. Our products undergo rigorous quality testing, including chiral HPLC and NMR analysis, to ensure compliance with stringent research and development standards. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and chiral excess is provided with each batch.

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 moisture-sensitive; the container should be kept tightly sealed in a dry environment to prevent hydrolysis or degradation of the benzyl protecting groups.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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