S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside

Base Information

• Chemical Name: S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside
• CAS No.: 940006-56-4
• Molecular Formula: C₃₄H₃₆O₅S
• Molecular Weight: 556.723
• Mol file: 940006-56-4.mol

Synonyms:S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside

Chemical Property of S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside

There total 3 articles about S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside 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: 87.0%

S-phenyl 4-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside (940006-54-2) + benzyl bromide (100-39-0) → S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside (940006-56-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1021/jo062411p

Reference yield:

S-phenyl 2-O-acetyl-4-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside (940006-58-6) → S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside (940006-56-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 0 - 20 °C

1.2: 82 percent / NaOMe / methanol; diethyl ether / 1 h

2.1: dibutyltin oxide / toluene / 3 h / Heating

2.2: 70 percent / cesium fluoride; tetrabutylammonium bromide / toluene / 3 h / Heating

3.1: 87 percent / sodium hydride / dimethylformamide; various solvent(s) / 5 h / 20 °C

With sodium hydride; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo062411p

Reference yield:

phenyl 4-O-benzyl-1-thio-α-L-rhamnopyranoside (146399-74-8) → S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside (940006-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dibutyltin oxide / toluene / 3 h / Heating

1.2: 70 percent / cesium fluoride; tetrabutylammonium bromide / toluene / 3 h / Heating

2.1: 87 percent / sodium hydride / dimethylformamide; various solvent(s) / 5 h / 20 °C

With sodium hydride; di(n-butyl)tin oxide; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo062411p

upstream raw materials:

S-phenyl 4-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside

benzyl bromide

S-phenyl 2-O-acetyl-4-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside

phenyl 4-O-benzyl-1-thio-α-L-rhamnopyranoside

Downstream raw materials:

phenyl 2-O-benzyl-1-thio-α-L-rhamnopyranoside

phenyl 2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside