CAS 14218-11-2

alpha-D-glucopyranosyl bromide tetrabenzoate

Description:

Alpha-D-glucopyranosyl bromide tetrabenzoate, with the CAS number 14218-11-2, is a chemical compound derived from the sugar molecule D-glucose. It features a glucopyranosyl unit, which is a six-membered cyclic form of glucose, modified by the presence of bromine and tetrabenzoate groups. This compound is characterized by its glycosidic bond, which links the glucopyranosyl moiety to the tetrabenzoate moieties, enhancing its solubility and reactivity. The presence of bromine suggests potential for nucleophilic substitution reactions, making it useful in organic synthesis. Additionally, the tetrabenzoate groups contribute to the compound's hydrophobic characteristics, influencing its behavior in various solvents and biological systems. Alpha-D-glucopyranosyl bromide tetrabenzoate may be utilized in research applications, particularly in the study of carbohydrate chemistry and the development of glycosylation reactions. Its structural features and reactivity make it a valuable compound in synthetic organic chemistry and potentially in the development of glycosylated pharmaceuticals or materials.

Formula: C₃₄H₂₇BrO₉

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

Synonyms:

• 2,3,4,6-tetra-O-benzoyl-alpha-D-glucopyranosyl bromide
• 2,3,4,6-Tetra-O-benzoyl-α-D-glucopyranosyl Bromide
• (2R,3R,4S,5R,6R)-2-((Benzoyloxy)Methyl)-6-broMotetrahydro-2H-pyran-3,4,5-triyl tribenzoate
• 2,3,4,6-TETRA-O-BENZOYL-A-D-GLUCOPYRANOSYL BROMIDE
• 1-BROMO-2,3,4,6-TETRA-O-BENZOYL-ALPHA-D-GLUCOPYRANOSE
• 2-((Benzoyloxy)methyl)-6-bromotetrahydro-2H-pyran-3,4,5-triyl tribenzoate
• ALPHA-D-GLUCOPYRANOSYL BROMIDE TETRABENZOATE
• 2,3,4,5-Tetra-O-benzoyl-α-D-glucopyranosyl bromide
• 1-BROMO-2,3,4,6-TETRA-O-BENZOYL-B-D-GLUCOPYRANOSIDE
• α-d-glucopyranosyl bromide tetrabenzoate

2,3,4,6-tetra-O-Benzoyl-α-D-glucopyranosyl bromide

CAS: 14218-11-2

Formula: C₃₄H₂₇BrO₉

Purity: 95%

Color and Shape: Solid

Molecular weight: 659.4768

Ref: IN-DA009C0A

(2R,3R,4S,5R,6R)-2-((Benzoyloxy)Methyl)-6-Bromotetrahydro-2H-Pyran-3,4,5-Triyl Tribenzoate

CAS: 14218-11-2

(2R,3R,4S,5R,6R)-2-((Benzoyloxy)Methyl)-6-Bromotetrahydro-2H-Pyran-3,4,5-Triyl Tribenzoate

Purity: 99%

Molecular weight: 659.48g/mol

Ref: 54-OR1028739

2,3,4,6-Tetra-O-benzoyl-a-D-glucopyranosyl bromide

CAS: 14218-11-2

Ref: 7W-GC4607

2,3,4,6-Tetra-O-benzoyl-α-D-glucopyranosyl bromide

CAS: 14218-11-2

2,3,4,6-Tetra-O-benzoyl-α-D-glucopyranosyl bromide is a derivative of vitamin A. It has been used as a carbonate for the synthesis of retinol, tetrabenzoate and other related compounds. The compound is soluble in water and has shown growth promoting activity in studies with Salmonella typhimurium. 2,3,4,6-Tetra-O-benzoyl-α-D-glucopyranosyl bromide is metabolized to retinol by hydrolysis or oxidation. It can also be converted into tetrabenzoate by oxidation followed by reduction of the 4′ position hydroxyl group.

Formula: C₃₄H₂₇BrO₉

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 659.48 g/mol

Ref: 3D-MT06726

(2R,3R,4S,5R,6R)-2-((Benzoyloxy)methyl)-6-bromotetrahydro-2H-pyran-3,4,5-triyl tribenzoate

CAS: 14218-11-2

Purity: 98%

Molecular weight: 659.485

Ref: 10-F986811

2,3,4,5-Tetra-O-benzoyl-α-D-glucopyranosyl bromide

Controlled Product

CAS: 14218-11-2

Applications 2,3,4,5-Tetra-O-benzoyl-α-D-glucopyranosyl bromide (CAS# 14218-11-2) is a useful carbohydrate used in the synthesis of steviol glycosides, and glycosyl polyethers.
References Qiao, Z.; et al.: J. Org. Chem., 83, 11480 (2018); Yu, B.; et al.: CN 101792524 (2010).

Formula: C₃₄H₂₇O₉Br

Color and Shape: Neat

Molecular weight: 659.48

Ref: TR-T284288