allyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

Base Information

• Chemical Name: allyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside
• CAS No.: 418764-42-8
• Molecular Formula: C₄₄H₅₆O₁₅
• Molecular Weight: 824.92

Synonyms:allyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

Chemical Property of allyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

There total 10 articles about allyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside 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: 83.0%

S-ethyl 3,4-di-O-acetyl-2-O-p-methoxybenzyl-1-thio-β-L-fucopyranoside (418764-37-1) + allyl 3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside (418764-36-0) → allyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside (418764-42-8) + allyl (3,4-di-O-acetyl-2-O-methyl-β-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In diethyl ether; dichloromethane; at 0 ℃; for 1h;

DOI:10.1081/CAR-100108285

Reference yield:

allyl β-D-galactopyranoside (2595-07-5,821794-45-0) → allyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside (418764-42-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 81 percent / p-TsOH*H₂O / acetonitrile / 4 h / 20 °C

2.1: dibutyltin oxide / toluene / 4 h / Heating

2.2: 77 percent / tetrabutylammonium iodide / acetonitrile / Heating

3.1: 92 percent / 4-N,N-dimethylaminopyridine; pyridine / 20 °C

4.1: 70 percent / molecular sieves 4 Angstroem; NaCNBH₃; CF₃CO₂H / dimethylformamide / 20 °C

5.1: 87 percent / NaH / dimethylformamide / 2 h / -20 °C

6.1: 82 percent / tetrabutylammonium hydroxide / dioxane; H₂O / 4 h / 20 °C

7.1: 83 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂; diethyl ether / 1 h / 0 °C

With pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetra(n-butyl)ammonium hydroxide; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1081/CAR-100108285

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → allyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->2)-3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside (418764-42-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 81 percent / p-TsOH*H₂O / acetonitrile / 4 h / 20 °C

2.1: dibutyltin oxide / toluene / 4 h / Heating

2.2: 77 percent / tetrabutylammonium iodide / acetonitrile / Heating

3.1: 92 percent / 4-N,N-dimethylaminopyridine; pyridine / 20 °C

4.1: 70 percent / molecular sieves 4 Angstroem; NaCNBH₃; CF₃CO₂H / dimethylformamide / 20 °C

5.1: 87 percent / NaH / dimethylformamide / 2 h / -20 °C

6.1: 82 percent / tetrabutylammonium hydroxide / dioxane; H₂O / 4 h / 20 °C

7.1: 83 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂; diethyl ether / 1 h / 0 °C

With pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetra(n-butyl)ammonium hydroxide; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1081/CAR-100108285

upstream raw materials:

S-ethyl 3,4-di-O-acetyl-2-O-p-methoxybenzyl-1-thio-β-L-fucopyranoside

allyl 3,6-di-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

allyl β-D-galactopyranoside

p-Anisaldehyde dimethyl acetal

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