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

Base Information

• Chemical Name: isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-1-deoxy-1-thio-β-D-glucopyranoside
• CAS No.: 666258-41-9
• Molecular Formula: C₅₀H₄₈O₁₅S
• Molecular Weight: 920.988

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

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

There total 4 articles about isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-1-deoxy-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: 90.0%

isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside (666258-38-4) → isopropyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-1-deoxy-1-thio-β-D-glucopyranoside (666258-41-9)

Guidance literature:

With acetic acid; for 2h; Heating;

DOI:10.1081/CAR-120026599

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-benzoyl-1-deoxy-1-thio-β-D-glucopyranoside (666258-41-9)

Guidance literature:

Multi-step reaction with 3 steps

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

2: pyridine / 4 h / 20 °C

3: 90 percent / aq. AcOH / 2 h / Heating

With pyridine; trimethylsilyl trifluoromethanesulfonate; acetic acid; In dichloromethane;

DOI:10.1081/CAR-120026599

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-benzoyl-1-deoxy-1-thio-β-D-glucopyranoside (666258-41-9)

Guidance literature:

Multi-step reaction with 3 steps

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

2: pyridine / 4 h / 20 °C

3: 90 percent / aq. AcOH / 2 h / Heating

With pyridine; trimethylsilyl trifluoromethanesulfonate; acetic acid; In dichloromethane;

DOI:10.1081/CAR-120026599

upstream raw materials:

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

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

C₅₀H₄₈O₁₄S

Downstream raw materials:

C₅₄H₅₂O₁₇S

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

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