14218-11-2

Basic information

• Product Name: 2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE
• Synonyms: 2,3,4,6-TETRA-O-BENZOYL-A-D-GLUCOPYRANOSYL BROMIDE;2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE;1-BROMO-2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSE;ALPHA-D-GLUCOPYRANOSYL BROMIDE TETRABENZOATE;1-BROMO-2,3,4,6-TETRA-O-BENZOYL-B-D-GLUCOPYRANOSIDE;α-d-glucopyranosyl bromide tetrabenzoate;(2R,3R,4S,5R,6R)-2-((Benzoyloxy)Methyl)-6-broMotetrahydro-2H-pyran-3,4,5-triyl tribenzoate
• CAS NO: 14218-11-2
• Molecular Formula: C₃₄H₂₇BrO₉
• Molecular Weight: 659.48
• Product Categories: Carbohydrate Synthesis;Monosaccharides;Specialty Synthesis
• Mol File: 14218-11-2.mol

Chemical Properties

• Melting Point: 128-131 °C(lit.)
• Boiling Point: 729.919 °C at 760 mmHg
• Flash Point: 395.241 °C
• Appearance: /
• Density: 1.48 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.648
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE(14218-11-2)
• EPA Substance Registry System: 2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE(14218-11-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 14218-11-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE is used as a key intermediate in the synthesis of steviol glycosides, which are natural sweeteners derived from the Stevia plant. These glycosides are known for their high sweetness and low caloric value, making them an ideal alternative to traditional sugar substitutes.
Used in Organic Chemistry:
In the field of organic chemistry, 2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE serves as a crucial building block for the synthesis of glycosyl polyethers. These compounds are important in the development of new drugs and materials, as they can be used to create a wide range of molecular structures with diverse properties and applications.
Used in Synthesis of Complex Carbohydrates:
2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE is also utilized in the synthesis of complex carbohydrates, which play a vital role in various biological processes, including cell recognition, signal transduction, and immune response. The ability to create these complex structures allows researchers to study their functions and develop new therapeutic strategies for various diseases.

InChI:InChI=1/C34H27BrO9/c35-30-29(44-34(39)25-19-11-4-12-20-25)28(43-33(38)24-17-9-3-10-18-24)27(42-32(37)23-15-7-2-8-16-23)26(41-30)21-40-31(36)22-13-5-1-6-14-22/h1-20,26-30H,21H2/t26-,27-,28+,29-,30+/m1/s1

Upstream product

• 2592-58-7 1,2,3,4,6-penta-O-benzoyl-β-D-mannopyranose 
• 2592-58-7 1,2,3,4,6-penta-O-benzoyl-α-D-mannopyranoside 
• 2592-58-7 1,2,3,4,6-penta-O-benzoyl-β-D-glucopyranose 
• 22415-91-4 1,2,3,4,6-penta-O-benzoyl-α-D-glucopyranose 
• 183367-63-7 1-p-methylphenyltelluro-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 245368-66-5 ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-glucopyranoside 
• 331455-81-3 1-p-methylphenylseleno-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 
• 50-99-7 D-glucose 
• 618-32-6 Benzoyl bromide 
• 409060-31-7 p-methoxyphenyl (2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 166241-68-5 ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-mannopyranoside 
• 530-26-7 D-Mannose 
• 3458-28-4 D-Mannose 

Downstream Products

• 853308-55-1 C₃₇H₃₂O₁₀ 
• 479623-70-6 benzyl 3,4,6-tri-O-benzyl-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->2)-α-D-mannopyranoside 
• 479623-61-5 Benzoic acid (2S,3S,4S,5R,6R)-2,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester 
• 479623-58-0 3,4,6-tri-O-benzyl-β-D-mannopyranose 1,2-(benzyl orthobenzoate) 
• 150772-52-4 n-pent-4-enyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 125392-62-3 3,4,6-tri-O-benzyl-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate) 
• 163039-18-7 (3aS,5R,6S,7S,7aS)-5-Hydroxymethyl-2-pent-4-enyloxy-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol 
• 61134-30-3 benzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 228699-83-0 methyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-6-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 128503-39-9 methyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 869213-53-6 2-O-benzoyl-3,4,6-tetra-O-benzyl-α-D-mannopyranoside 

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