tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-deoxy-3-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-D-glucopyranoside

Base Information

• Chemical Name: tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-deoxy-3-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-D-glucopyranoside
• CAS No.: 760987-61-9
• Molecular Formula: C₄₁H₅₁N₃O₇Si
• Molecular Weight: 725.957
• Mol file: 760987-61-9.mol

Synonyms:tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-deoxy-3-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-D-glucopyranoside

Chemical Property of tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-deoxy-3-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-deoxy-3-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-D-glucopyranoside

There total 1 articles about tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-deoxy-3-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-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: 89.0%

3,4-Dimethoxyphenylboronic acid (122775-35-3) + tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-α-D-glucopyranoside → tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-deoxy-3-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-D-glucopyranoside (760987-61-9)

Guidance literature:

With potassium phosphate; tetrabutylammomium bromide; palladium diacetate; In ethanol; at 20 ℃;

DOI:10.1039/b407324j

Reference yield: 86.0%

tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-deoxy-3-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-D-glucopyranoside (760987-61-9) → tert-Butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid (120312-09-6)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1039/b407324j

Reference yield:

tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-deoxy-3-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-D-glucopyranoside (760987-61-9) → tert-butyldimethylsilyl-2-azido-3,6-di-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-α-D-glucopyranoside

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / DDQ; H₂O / CH₂Cl₂ / 3 h / 20 °C

2: 93 percent / NaH

With water; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;

DOI:10.1039/b407324j

upstream raw materials:

3,4-Dimethoxyphenylboronic acid

Downstream raw materials:

tert-Butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid