CAS 4132-28-9

2,3,4,6-Tetrakis-O-(fenilmetil)-D-glucopiranosio

Descrizione:

2,3,4,6-Tetrakis-O-(fenilmetil)-D-glucopiranosio è un derivato glicosidico del D-glucosio, caratterizzato dalla sostituzione di quattro gruppi idrossile con gruppi fenilmetilici (benzilici). Questa modifica ne migliora la lipofilia e altera le proprietà di solubilità rispetto al glucosio non modificato. Il composto mantiene la struttura ad anello pirano tipica del glucosio, che contribuisce alla sua stabilità e reattività. È spesso utilizzato nella sintesi organica e nella chimica dei carboidrati grazie alla sua capacità di partecipare a varie reazioni chimiche, inclusa la glicosilazione e altre trasformazioni. La presenza di più gruppi fenilmetilici può anche influenzare la sua attività biologica, rendendolo di interesse nella chimica medicinale. Inoltre, il suo numero CAS, 4132-28-9, consente una facile identificazione nei database chimici. In generale, 2,3,4,6-Tetrakis-O-(fenilmetil)-D-glucopiranosio è un composto prezioso nella ricerca e nelle applicazioni che coinvolgono derivati dei carboidrati.

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

Sinonimi:

• (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

Purezza: >97.0%(HPLC)

Colore e forma: White to Almost white powder to crystal

Peso molecolare: 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

Purezza: 98+%

Colore e forma: White, Powder

Peso molecolare: 540.66

Ref: 02-H27888

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

CAS: 4132-28-9

Formula: C₃₄H₃₆O₆

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 540.6460

Ref: IN-DA0032X4

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

CAS: 4132-28-9

Formula: C₃₄H₃₆O₆

Peso molecolare: 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

Purezza: 98%

Colore e forma: white crystals

Peso molecolare: 540.65g/mol

Ref: 54-BIT4001

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

Prodotto controllato

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

Colore e forma: Neat

Peso molecolare: 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

Purezza: Min. 97 Area-%

Colore e forma: White Powder

Peso molecolare: 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

Purezza: Min. 98.0 Area-%

Peso molecolare: 540.66 g/mol

Ref: 3D-T-1900

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

CAS: 4132-28-9

Formula: C₃₄H₃₆O₆

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 540.656

Ref: 10-F076712