CAS 4132-28-9

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

Beschreibung:

2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose ist ein Glykosidderivat von D-Glukose, das durch die Substitution von vier Hydroxylgruppen mit Phenylmethylgruppen (Benzylgruppen) gekennzeichnet ist. Diese Modifikation erhöht seine Lipophilie und verändert seine Löslichkeitseigenschaften im Vergleich zu unmodifiziertem Glukose. Die Verbindung behält die für Glukose typische Pyranringstruktur, die zu ihrer Stabilität und Reaktivität beiträgt. Sie wird häufig in der organischen Synthese und der Kohlenhydratchemie verwendet, da sie an verschiedenen chemischen Reaktionen, einschließlich Glykosylierung und anderen Umwandlungen, teilnehmen kann. Das Vorhandensein mehrerer Phenylmethylgruppen kann auch ihre biologische Aktivität beeinflussen, was sie in der medizinischen Chemie von Interesse macht. Darüber hinaus ermöglicht ihre CAS-Nummer, 4132-28-9, eine einfache Identifizierung in chemischen Datenbanken. Insgesamt dient 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose als wertvolle Verbindung in der Forschung und in Anwendungen, die Kohlenhydratderivate betreffen.

Formel: C₃₄H₃₆O₆

InChl: 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

Synonyme:

• (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

Formel: C₃₄H₃₆O₆

Reinheit: >97.0%(HPLC)

Farbe und Form: White to Almost white powder to crystal

Molekulargewicht: 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

Formel: C₃₄H₃₆O₆

Reinheit: 98+%

Farbe und Form: White, Powder

Molekulargewicht: 540.66

Ref: 02-H27888

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

CAS: 4132-28-9

Formel: C₃₄H₃₆O₆

Reinheit: 98%

Farbe und Form: Solid

Molekulargewicht: 540.6460

Ref: IN-DA0032X4

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

CAS: 4132-28-9

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

Formel: C₃₄H₃₆O₆

Reinheit: 98%

Farbe und Form: white crystals

Molekulargewicht: 540.65g/mol

Ref: 54-BIT4001

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

CAS: 4132-28-9

Formel: C₃₄H₃₆O₆

Molekulargewicht: 540.65

Ref: 7W-GC7184

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.

Formel: C₃₄H₃₆O₆

Reinheit: Min. 97 Area-%

Farbe und Form: White Powder

Molekulargewicht: 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.

Formel: C₃₄H₃₆O₆

Reinheit: Min. 98.0 Area-%

Molekulargewicht: 540.66 g/mol

Ref: 3D-T-1900

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

CAS: 4132-28-9

Formel: C₃₄H₃₆O₆

Reinheit: 98%

Farbe und Form: Solid

Molekulargewicht: 540.656

Ref: 10-F076712

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

Kontrolliertes Produkt

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.

Formel: C₃₄H₃₆O₆

Farbe und Form: Neat

Molekulargewicht: 540.65

Ref: TR-T287000