2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate
2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (CAS 74808-09-6) is a protected glucose derivative with the molecular formula C36H36Cl3NO6 and a molecular weight of 685.03 g/mol. This compound serves as a valuable chiral building block in complex carbohydrate synthesis and asymmetric organic chemistry. Its structure allows for selective manipulation and further functionalization in the development of complex molecular architectures.
- Synonyms
- 6-Tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate
Glycosylation Reactions
Utilised as a glycosyl donor in the synthesis of complex oligosaccharides and glycoconjugates. The trichloroacetimidate moiety acts as an excellent leaving group under acidic activation.
Carbohydrate Chemistry
A key intermediate in the preparation of modified sugars and carbohydrate-based pharmaceuticals. The benzyl protecting groups can be removed under various conditions, enabling further synthetic transformations.
Asymmetric Synthesis
Serves as a chiral pool starting material for constructing stereochemically defined molecules. Its inherent chirality makes it suitable for introducing specific stereocentres into target compounds.
Heterocyclic Compound Synthesis
Can be employed in the synthesis of various heterocyclic structures incorporating a pyran ring, contributing to the creation of novel chemical entities.
| Molecular weight | 685.03 |
|---|---|
| Empirical formula | C36H36Cl3NO6 |
| Optical activity | [α]20/D +58, c = 0.4 in chloroform |
| Storage temperature | −20°C |
| Melting point | 69-74 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate used for?
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This compound is primarily used as a glycosyl donor in glycosylation reactions for the synthesis of complex oligosaccharides and glycoconjugates, and as a chiral building block in asymmetric synthesis and carbohydrate chemistry.
What are the CAS number and formula for this product?
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The CAS number is 74808-09-6 and the empirical formula is C36H36Cl3NO6.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and chemical synthesis purposes. The specific assay or purity is not detailed as USP, BP, EP, or pharmacopoeia grade. Please refer to the product specifications for available data.
What are the safety and handling requirements?
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This compound requires careful handling with appropriate personal protective equipment, including eyeshields, gloves, and a respirator filter (type N95 or P1). It carries hazards indicated by WGK 3 (Germany).
How is this product shipped and exported?
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Tech Serve Solutions is a global supplier and exporter of fine chemicals, capable of shipping and exporting this product internationally. Please contact us for specific shipping and export details.
How can I request a sample or quote?
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To request a sample or a quotation for 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate, please visit the Tech Serve Solutions website or contact our sales department directly.
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