14227-90-8

Basic information

• Product Name: TRI-O-ACETYL-BETA-L-ARABINOSYLBROMIDE
• Synonyms: TRI-O-ACETYL-BETA-L-ARABINOSYLBROMIDE;.beta.-L-Arabinopyranosyl bromide, triacetate;2,3,4-Tri-O-acetyl-β-L-arabinopyranosyl bromide;Tri-O-acetyl-β-L-arabinosylbromide;2,3,4-Tri-O-acetyl-beta-L-arabinopyranosylbromide
• CAS NO: 14227-90-8
• Molecular Formula: C₁₁H₁₅BrO₇
• Molecular Weight: 339.1366
• Mol File: 14227-90-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 136-140 °C(lit.)
• Appearance: /
• CAS DataBase Reference: TRI-O-ACETYL-BETA-L-ARABINOSYLBROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRI-O-ACETYL-BETA-L-ARABINOSYLBROMIDE(14227-90-8)
• EPA Substance Registry System: TRI-O-ACETYL-BETA-L-ARABINOSYLBROMIDE(14227-90-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 1759 8/PG 3
• Hazardous Substances Data: 14227-90-8(Hazardous Substances Data)

Usage

General Description

TRI-O-ACETYL-BETA-L-ARABINOSYLBROMIDE is a chemical compound used primarily in carbohydrate chemistry and related fields. It is a derivative of beta-L-arabinose, a naturally occurring sugar found in plants. The compound is often used as a building block in the synthesis of more complex carbohydrate molecules. TRI-O-ACETYL-BETA-L-ARABINOSYLBROMIDE is known for its ability to selectively protect the primary hydroxyl group of the arabinose sugar, allowing for specific chemical modifications to be made at other sites on the molecule. Its unique properties make it a valuable tool for researchers studying the biological roles and chemical reactivity of carbohydrates. Additionally, it has potential applications in the development of new pharmaceuticals, diagnostics, and materials.

Upstream product

• 506-96-7 Acetyl bromide 
• 5328-37-0 L-arabinose 
• 7296-56-2 β-L-arabinopyranose 
• 7296-55-1 L-arabinose 
• 86032-22-6 2,3,4-tri-O-acetyl-β-L-arabinopyranose 
• 87-72-9 L-(+)-arabinose 
• 10035-10-6 hydrogen bromide 
• 108-24-7 acetic anhydride 
• 4258-00-8 1,2,3,4-tetra-O-acetyl-β-L-arabinopyranose 
• 1233-03-0 1,2,3,4-tetra-O-acetyl-L-arabinopyranose 
• 1233-03-0 1,2,3,4-tetra-O-acetyl-α-L-arabinopyranose 

Downstream Products

• 7791-63-1 paeonovicianoside hexaacetate 
• 109527-12-0 (ξ-2-phenyl-[1,3]dioxan-5-yl)-α-L-arabinopyranoside 
• 100610-83-1 2-α-L-arabinopyranosyloxy-benzoic acid methylamide 
• 1223-07-0 1-(4-nitrophenyl)-α-L-arabinopyranoside 
• 101116-23-8 2-α-L-arabinopyranosyloxy-benzoic acid dimethylamide 
• 122147-42-6 2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3-(tri-O-acetyl-α-L-arabinopyranosyloxy)-chromen-4-one 
• 110056-85-4 benzyl 2,3,4-tri-O-acetyl-1-thio-α-L-arabinopyranoside 
• 62348-66-7 3-carbamoyl-1-(tri-O-acetyl-ξ-L-arabinopyranosyl)-pyridinium; bromide 
• 84635-53-0 methyl 2,3,4-tri-O-acetyl-1-thio-α-L-arabinopyranoside 
• 100227-24-5 2-α-L-arabinopyranosyloxy-benzoic acid amide 
• 3902-72-5 (2-nitro-phenyl)-α-L-arabinopyranoside 
• 86032-05-5 benzyl-(tri-O-acetyl-α-L-arabinopyranoside) 
• 87903-70-6 phenyl 2,3,4-tri-O-acetyl-α-L-arabinopyranoside 
• 3945-18-4 3,4-di-O-acetyl-L-arabinal 

Relevant articles and documents

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Design, synthesis and molecular docking analysis of flavonoid derivatives as potential telomerase inhibitors

Based on the structural scaffolds of natural products, two series of flavonoid derivatives, for a total of twelve compounds, were designed and synthesized as potential human telomerase inhibitors. Using a modified TRAP-PCR assay, compound 5c exhibited the most potent inhibitory activity against human telomerase with an IC50 value of less than 50 μM. In vitro, the results demonstrated that compound 5c had potent anticancer activity against five classes of tumor cell lines. The molecular docking and molecular dynamics analyses binding to the human telomerase holoenzyme were performed to elucidate the binding mode of active compound 5c. This finding helps the rational design of more potent telomerase inhibitors based on the structural scaffolds of natural products.

Synthetic method of rhodiola rosea active ingredient rosavin or rosarin

The present invention provides a synthetic method of rhodiola rosea active ingredient rosavin or rosarin. A convergent synthetic strategy is adopted, rosin is used as a starting material and modifiedinto sugar acceptors through protection and deprotection strategies, then sugar acceptors and sugar donors formed by arabinopyranose and arabinyl furanose in presence of an accelerator quickly and efficiently conduct synthesis of rosavin and rosarin. The related synthetic method is cheap and easy-to-obtain in raw materials and mild in reaction conditions, the obtained product is high in purity, and compared with currently reported linear synthesis strategy, the method has very good industrialization prospects.