benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside

Base Information

• Chemical Name: benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside
• CAS No.: 112697-11-7
• Molecular Formula: C₄₃H₅₀O₁₁
• Molecular Weight: 742.863
• Mol file: 112697-11-7.mol

Synonyms:benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside

Chemical Property of benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside

There total 3 articles about benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside 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: 36.0%

2-Methoxypropene (116-11-0) + benzyl 2,3',6'-tri-O-benzyl-β-lactoside (112697-05-9) → benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside (112697-11-7) + benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-6-O-(methoxydimethyl) methyl β-lactoside (112697-09-3)

Guidance literature:

pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; at 0 ℃; for 19h;

DOI:10.1016/S0040-4020(01)90057-2

Reference yield:

benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside (18404-72-3) → benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside (112697-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 3Angstroem molecular sieves, bis-tri-n-butyltinoxide; 2.) N-methylimidazole / 1.) toluene, 120 deg C, overnight; 2.) 95 deg C, 7h

2: 17 percent / pyridinium toluene-p-sulfonate / dimethylformamide / 19 h / 0 °C

With 1-methyl-1H-imidazole; 3 A molecular sieve; bis(tri-n-butyltin)oxide; pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)90057-2

Reference yield:

benzyl 6,6'-di-O-(methoxydimethyl) methyl β-lactoside (112677-97-1) → benzyl 2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside (112697-11-7)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium toluene-p-sulfonate / dimethylformamide

2: 1.) 3Angstroem molecular sieves, bis-tri-n-butyltinoxide; 2.) N-methylimidazole / 1.) toluene, 120 deg C, overnight; 2.) 95 deg C, 7h

3: 17 percent / pyridinium toluene-p-sulfonate / dimethylformamide / 19 h / 0 °C

With 1-methyl-1H-imidazole; 3 A molecular sieve; bis(tri-n-butyltin)oxide; pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)90057-2

upstream raw materials:

2-Methoxypropene

benzyl 2,3',6'-tri-O-benzyl-β-lactoside

benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside

benzyl 6,6'-di-O-(methoxydimethyl) methyl β-lactoside

Downstream raw materials:

benzyl 6,4'-di-O-acetyl-2,3',6'-tri-O-benzyl-3,2'-O-isopropylidene-β-lactoside