4-methoxyphenyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside
• CAS No.: 666258-34-0
• Molecular Formula: C₄₂H₄₆O₁₆
• Molecular Weight: 806.818
• Mol file: 666258-34-0.mol

Synonyms:4-methoxyphenyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property of 4-methoxyphenyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxyphenyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside

There total 1 articles about 4-methoxyphenyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-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: 74.0%

4-methoxyphenyl 2,4,6-tri-O-acetyl-β-D-glucopyranoside + Benzoic acid (2R,4aR,6R,7R,8S,8aR)-8-allyloxy-2-phenyl-6-(2,2,2-trichloro-acetimidoyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester → 4-methoxyphenyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside (666258-34-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 20 ℃; for 3h;

DOI:10.1081/CAR-120026599

Reference yield: 93.0%

4-methoxyphenyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside (666258-34-0) → Benzoic acid (2S,3R,4S,5R,6R)-4-allyloxy-2-[(2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester (666258-35-1)

Guidance literature:

With acetic acid; for 2h; Heating;

DOI:10.1081/CAR-120026599

Reference yield:

4-methoxyphenyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside (666258-34-0) → 4-methoxyphenyl 2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside (666258-37-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / aq. AcOH / 2 h / Heating

2: 90 percent / pyridine / 4 h / 20 °C

3: 92 percent / PdCl₂ / CH₂Cl₂; methanol / 20 °C

With pyridine; acetic acid; palladium dichloride; In methanol; dichloromethane;

DOI:10.1081/CAR-120026599

Downstream raw materials:

Benzoic acid (2S,3R,4S,5R,6R)-4-allyloxy-2-[(2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester

4-methoxyphenyl 2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside

C₄₉H₅₀O₁₈