methyl 3,4-O-(α-ethoxybenzylidene)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

Base Information

• Chemical Name: methyl 3,4-O-(α-ethoxybenzylidene)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside
• CAS No.: 858129-86-9
• Molecular Formula: C₂₄H₃₀O₆S
• Molecular Weight: 446.565
• Mol file: 858129-86-9.mol

Synonyms:methyl 3,4-O-(α-ethoxybenzylidene)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

Chemical Property of methyl 3,4-O-(α-ethoxybenzylidene)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,4-O-(α-ethoxybenzylidene)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

There total 2 articles about methyl 3,4-O-(α-ethoxybenzylidene)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside 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:

methyl 1-thio-β-L-fucopyranoside (114853-38-2) → methyl 3,4-O-(α-ethoxybenzylidene)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside (858129-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: p-TsOH / CH₂Cl₂

2.1: NaH / dimethylformamide / 0.33 h

2.2: dimethylformamide

With sodium hydride; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1135/cccc20041768

Reference yield:

p-methoxybenzyl chloride (824-94-2) + (3aR,4S,6R,7S,7aS)-2-Ethoxy-4-methyl-6-methylsulfanyl-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol → methyl 3,4-O-(α-ethoxybenzylidene)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside (858129-86-9)

Guidance literature:

(3aR,4S,6R,7S,7aS)-2-Ethoxy-4-methyl-6-methylsulfanyl-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol; With sodium hydride; In N,N-dimethyl-formamide; for 0.333333h;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide;

DOI:10.1135/cccc20041768

Reference yield: 98.0%

methyl 3,4-O-(α-ethoxybenzylidene)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside (858129-86-9) → methyl 4-O-benzoyl-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside (858129-88-1)

Guidance literature:

With acetic acid; In dichloromethane;

DOI:10.1135/cccc20041768

upstream raw materials:

p-methoxybenzyl chloride

methyl 1-thio-β-L-fucopyranoside

Downstream raw materials:

methyl 4-O-benzoyl-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

methyl 4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside

4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl bromide

methyl 4-O-benzoyl-3-O-(tert-butyldimethylsilyl)-2-O-(4-methoxybenzyl)-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-2-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside