p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-β-D-glucopyranoside

Base Information

• Chemical Name: p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-β-D-glucopyranoside
• CAS No.: 1268687-81-5
• Molecular Formula: C₅₀H₄₈N₂O₁₆S
• Molecular Weight: 965.001
• Mol file: 1268687-81-5.mol

Synonyms:

Chemical Property of p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-β-D-glucopyranoside

There total 8 articles about p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-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:

p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (172847-90-4) → p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-β-D-glucopyranoside (1268687-81-5)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluorormethanesulfonic acid / dichloromethane-d2 / -78 °C / Electrochemical reaction

2: dichloromethane-d2 / 2.5 h / -78 °C / Electrochemical reaction

3: dichloromethane / 1 h / -78 - -10 °C / Inert atmosphere

With trifluorormethanesulfonic acid; In dichloromethane; dichloromethane-d2;

DOI:10.1021/ol200242u

Reference yield:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose (10022-13-6) → p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-β-D-glucopyranoside (1268687-81-5)

Guidance literature:

Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

2: dichloromethane / -78 °C / Electrolysis

3: dichloromethane / 1 h / -78 - -60 °C / Inert atmosphere

With boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1021/ol402034g

Reference yield:

4-methylphenyl-3-O-acetyl-4,6-O-benzylidene-2-deoxyl-2-phthalimido-1-thio-β-D-glucopyranoside (1194397-60-8) → p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-β-D-glucopyranoside (1268687-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF; trimethylsilyl trifluoromethanesulfonate / 1 h / 0 °C

2: dichloromethane / 1 h / -78 - -10 °C / Inert atmosphere

With borane-THF; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/ol200242u

upstream raw materials:

4-methylphenyl-3-O-acetyl-4,6-O-benzylidene-2-deoxyl-2-phthalimido-1-thio-β-D-glucopyranoside

p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside

(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α-D-glucopyranosyl)methylphenylsulfonium triflate

p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside