4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

Base Information

• Chemical Name: 4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside
• CAS No.: 824958-61-4
• Molecular Formula: C₄₄H₆₄N₂O₁₆Si
• Molecular Weight: 905.081
• Mol file: 824958-61-4.mol

Synonyms:

Chemical Property of 4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

There total 1 articles about 4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

acetic anhydride (108-24-7) + Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-amino-6-[(2R,3S,4R,5R,6R)-5-amino-4,6-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-4-yl ester → 4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside (824958-61-4)

Guidance literature:

With pyridine; at 20 ℃; for 3h;

DOI:10.1016/j.carres.2004.08.016

Reference yield:

4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside (824958-61-4) → N-[(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,4-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 3h;

DOI:10.1016/j.carres.2004.08.016

Reference yield:

4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside (824958-61-4) → 4-methoxybenzyl 2-acetamido-2-deoxy-3,4,6-tri-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside (824958-63-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOMe / methanol / 3 h / 20 °C

2: 715 mg / NaOH / dimethylformamide / 20 °C

3: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With sodium hydroxide; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2004.08.016

upstream raw materials:

acetic anhydride

Downstream raw materials:

4-methoxybenzyl 2-acetamido-2-deoxy-3,4,6-tri-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

4-methoxybenzyl 2-acetamido-2-deoxy-3,4,6-tri-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-allyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

4-methoxybenzyl 2-acetamido-2-deoxy-3,4,6-tri-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside