isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside
• CAS No.: 640722-42-5
• Molecular Formula: C₅₂H₅₀O₁₅S
• Molecular Weight: 947.026

Synonyms:isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Chemical Property of isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

There total 3 articles about isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-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: 96.0%

acetic anhydride (108-24-7) + C50H48O14S (640722-41-4) → isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside (640722-42-5)

Guidance literature:

With pyridine; at 20 ℃; for 4h;

DOI:10.1016/j.carres.2003.08.004

Reference yield:

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate (149707-75-5) → isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside (640722-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / TMSOTf / CH₂Cl₂ / 3 h / -20 - 20 °C

2: 96 percent / pyridine / 4 h

With trimethylsilyl trifluoromethanesulfonate; In pyridine; dichloromethane;

DOI:10.1016/j.carres.2004.07.026

Reference yield:

isopropyl 4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside → isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside (640722-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / TMSOTf / CH₂Cl₂ / 3 h / -20 - 20 °C

2: 96 percent / pyridine / 4 h

With trimethylsilyl trifluoromethanesulfonate; In pyridine; dichloromethane;

DOI:10.1016/j.carres.2004.07.026

upstream raw materials:

acetic anhydride

C₅₀H₄₈O₁₄S

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl trichloroacetimidate

C₆₅H₆₄O₂₀S

allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-acetyl-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-glucopyranoside

C₆₉H₆₆O₂₄

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