phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside
• CAS No.: 258286-52-1
• Molecular Formula: C₃₄H₃₆O₆S
• Molecular Weight: 572.722
• Mol file: 258286-52-1.mol

Synonyms:phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

There total 3 articles about phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-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: 92.0%

p-Methoxybenzyl bromide (2746-25-0) + phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside) (258286-51-0) → phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside (258286-52-1)

Guidance literature:

phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside); With di(n-butyl)tin oxide; In toluene; at 100 ℃; for 14h;

p-Methoxybenzyl bromide; With tetrabutylammomium bromide; In toluene; at 100 ℃; for 3h;

DOI:10.1016/s0040-4020(99)00869-8

Reference yield: 31.0%

p-Methoxybenzyl bromide (2746-25-0) + phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside) (258286-51-0) → 1,4-anhydro-2,6-di-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside + phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside (258286-52-1)

Guidance literature:

phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside); With di(n-butyl)tin oxide; In acetonitrile; at 80 ℃; for 14h;

p-Methoxybenzyl bromide; With tetra-(n-butyl)ammonium iodide; In acetonitrile; at 20 ℃; for 48h;

DOI:10.1016/s0040-4020(99)00869-8

Reference yield:

phenyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (124476-96-6) → phenyl 2,6-di-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside (258286-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / aq. AcOH / 0.17 h / 80 °C

2.1: nBu₂SnO / toluene / 14 h / 100 °C

2.2: 92 percent / nBu₄NBr / toluene / 3 h / 100 °C

With di(n-butyl)tin oxide; acetic acid; In toluene; 1.1: Hydrolysis / 2.1: Substitution / 2.2: Substitution;

DOI:10.1016/s0040-4020(99)00869-8

upstream raw materials:

p-Methoxybenzyl bromide

phenyl (6-O-benzyl-2-O-benzoyl-1-thio-β-D-galactopyranoside)

phenyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Downstream raw materials:

phenyl 2,6-di-O-benzyl-4-O-methyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

phenyl 2,6-di-O-benzyl-4-O-methyl-1-thio-β-D-galactopyranoside