tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside

Base Information

• Chemical Name: tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside
• CAS No.: 126740-79-2
• Molecular Formula: C₄₇H₅₈N₆O₁₀Si
• Molecular Weight: 895.097
• Mol file: 126740-79-2.mol

Synonyms:tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside

Chemical Property of tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside

There total 3 articles about tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside 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: 70.0%

2-azido-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (99049-62-4) + tert-butyldimethylsilyl 2-azido-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside (126740-60-1) → tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside (126740-79-2)

Guidance literature:

With boron trifluoride diethyl etherate; In hexane; dichloromethane; -15 deg C, 6 h;

DOI:10.1016/0008-6215(89)85105-5

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside (126740-79-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 25 °C

2: 70 percent / 0.1M boron trifluoride etherate / CH₂Cl₂; hexane / -15 deg C, 6 h

With boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(89)85105-5

Reference yield:

tert-butyldimethylsilyl-2-azido-2-desoxy-β-D-galactopyranosid (94715-52-3) → tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside (126740-79-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 25 °C

2: 70 percent / 0.1M boron trifluoride etherate / CH₂Cl₂; hexane / -15 deg C, 6 h

With boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(89)85105-5

upstream raw materials:

2-azido-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

tert-butyldimethylsilyl 2-azido-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-galactopyranoside

p-Anisaldehyde dimethyl acetal

tert-butyldimethylsilyl-2-azido-2-desoxy-β-D-galactopyranosid

Downstream raw materials:

tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-deoxy-β-D-galactopyranoside