CAS 4132-28-9

2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose

Description:

2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose is a glycoside derivative of D-glucose, characterized by the substitution of four hydroxyl groups with phenylmethyl (benzyl) groups. This modification enhances its lipophilicity and alters its solubility properties compared to unmodified glucose. The compound retains the pyranose ring structure typical of glucose, which contributes to its stability and reactivity. It is often utilized in organic synthesis and carbohydrate chemistry due to its ability to participate in various chemical reactions, including glycosylation and other transformations. The presence of multiple phenylmethyl groups can also influence its biological activity, making it of interest in medicinal chemistry. Additionally, its CAS number, 4132-28-9, allows for easy identification in chemical databases. Overall, 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose serves as a valuable compound in research and applications involving carbohydrate derivatives.

Formula: C₃₄H₃₆O₆

InChI: InChI=1/C34H36O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-35H,21-25H2/t30-,31-,32+,33-,34?/m1/s1

InChI key: InChIKey=OGOMAWHSXRDAKZ-BKJHVTENSA-N

SMILES: O(CC1=CC=CC=C1)[C@H]2[C@H](OCC3=CC=CC=C3)[C@@H](COCC4=CC=CC=C4)OC(O)[C@@H]2OCC5=CC=CC=C5

Synonyms:

• (2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-ol
• 2,3,4,6-Tetra-O-benzoyl-<span class="text-smallcaps">D</span>-glucopyranose
• 2,3,4,6-Tetra-O-benzyl-D-glucofuranose
• 2,3,4,6-Tetra-O-benzyl-alpha-D-glucose
• 2,3,4,6-Tetra-O-benzyl-glucopyranose
• 2,3,4,6-Tetrakis-O-(phenylmethyl)-<span class="text-smallcaps">D</span>-glucopyranose
• <span class="text-smallcaps">D</span>-Glucopyranose, 2,3,4,6-tetrakis-O-(phenylmethyl)-
• Glucopyranose, 2,3,4,6-tetra-O-benzyl-
• Glucopyranose, 2,3,4,6-tetra-O-benzyl-, <span class="text-smallcaps">D</span>-
• 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose
• 2,3,4,6-Tetra-O-benzoyl-D-glucopyranose
• Glucopyranose, 2,3,4,6-tetra-O-benzyl-, D-
• D-Glucopyranose, 2,3,4,6-tetrakis-O-(phenylmethyl)-
• 2,3,4,6-Tetra-O-benzyl-D-glucopyranose, 98+%
• 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE CRYSTALLINE
• 2,3,4,6-TETRABENZYL-D-GLUCOSE
• 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE
• 3,4,5-Tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-ol
• 2,3,4,6-Tetra-O-benzyl-D-glucopyranose
• 2,3,4,6-TETRA-O-BENZYL-A-D-GLUCOPYRANOSIDE
• 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose ,97%

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

CAS: 4132-28-9

Formula: C₃₄H₃₆O₆

Purity: >97.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 540.66

Ref: 3B-T1914

2,3,4,6-Tetra-O-benzyl-D-glucopyranose, 98+%

CAS: 4132-28-9

It is used as pharmaceutical intermediate. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a

Formula: C₃₄H₃₆O₆

Purity: 98+%

Color and Shape: White, Powder

Molecular weight: 540.66

Ref: 02-H27888

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

CAS: 4132-28-9

Formula: C₃₄H₃₆O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 540.6460

Ref: IN-DA0032X4

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

CAS: 4132-28-9

Formula: C₃₄H₃₆O₆

Molecular weight: 540.65

Ref: 7W-GC7184

2,3,4,6-Tetra-O-benzyl-D-glucopyranoside

CAS: 4132-28-9

2,3,4,6-Tetra-O-benzyl-D-glucopyranoside

Formula: C₃₄H₃₆O₆

Purity: 98%

Color and Shape: white crystals

Molecular weight: 540.65g/mol

Ref: 54-BIT4001

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

Controlled Product

CAS: 4132-28-9

Applications 2,3,4,6-Tetra-O-benzyl-D-glucopyranose (cas# 4132-28-9) is a compound useful in organic synthesis.

Formula: C₃₄H₃₆O₆

Color and Shape: Neat

Molecular weight: 540.65

Ref: TR-T287000

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

CAS: 4132-28-9

2,3,4,6-Tetra-O-benzyl-D-glucopyranose is a selectively protected intermediate, where the anomeric 1-O-hydroxyl group is free. This hemiacetal has been used successfully as an intermediate for glucosylation couplings, where it was converted into 2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate using trichloroacetonitrile in the presence of a base such as potassium carbonate and DBU. Importantly, this imidate donor with no neighbouring participating groups is commonly used for the selective formation of α-glucosides. 2,3,4,6-tetra-O-benzyl-D-glucopyranose can also be oxidized to the lactone, or reduced to give the open chain form. Additionally, 2,3,4,6-tetra-O-benzyl-D-glucopyranose can be used for the preparation of glucono-1,5-lactone hydrazine, which was used, in-turn, to form a glucosylidene-spirocyclopropane.

Formula: C₃₄H₃₆O₆

Purity: Min. 97 Area-%

Color and Shape: White Powder

Molecular weight: 540.65 g/mol

Ref: 3D-MT06691

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

CAS: 4132-28-9

2,3,4,6-Tetra-O-benzyl-D-glucopyranose is a selectively protected intermediate, where the anomeric 1-O-hydroxyl group is free. This hemiacetal has been used successfully as an intermediate for glucosylation couplings, where it was converted into 2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate using trichloroacetonitrile in the presence of a base such as potassium carbonate and DBU. Importantly, this imidate donor with no neighbouring participating groups is commonly used for the selective formation of α-glucosides. 2,3,4,6-tetra-O-benzyl-D-glucopyranose can also be oxidized to the lactone, or reduced to give the open chain form. Additionally, 2,3,4,6-tetra-O-benzyl-D-glucopyranose can be used for the preparation of glucono-1,5-lactone hydrazine, which was used, in-turn, to form a glucosylidene-spirocyclopropane.

Formula: C₃₄H₃₆O₆

Purity: Min. 98.0 Area-%

Molecular weight: 540.66 g/mol

Ref: 3D-T-1900

2,3,4,6-Tetra-o-benzyl-D-glucopyranose

CAS: 4132-28-9

Formula: C₃₄H₃₆O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 540.656

Ref: 10-F076712