allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside
• CAS No.: 136310-59-3
• Molecular Formula: C₆₄H₆₈O₁₁
• Molecular Weight: 1013.24
• Mol file: 136310-59-3.mol

Synonyms:allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Chemical Property of allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside

There total 4 articles about allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-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: 65.0%

benzyl chloride (100-44-7) + allyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside (136310-58-2) → allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside (136310-59-3)

Guidance literature:

With potassium hydroxide; at 120 ℃; for 2h;

DOI:10.1246/bcsj.65.3257

Reference yield:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + allyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside (89016-60-4) → allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside (136310-59-3) + allyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside (146773-72-0)

Guidance literature:

With N,N-dimethyl acetamide; silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; Yield given. Yields of byproduct given;

DOI:10.1246/bcsj.65.3257

Reference yield:

Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-((2R,3R,4S,5R)-3,4,5-triacetoxy-6-bromo-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester → allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside (136310-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Ag₂CO₃ / Ambient temperature

2: 65 percent / KOH / 2 h / 120 °C

With potassium hydroxide; silver carbonate;

DOI:10.1246/bcsj.65.3257

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

allyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside

benzyl bromide

allyl O-α-D-glucopyranosyl-(1<*>6)-O-α-D-glucopyranoside

Downstream raw materials:

2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl trichloroacetimidate