benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-3,2'-O-(3,6,9.trioxaundecane-1,11-diyl)-β-lactoside

Base Information

• Chemical Name: benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-3,2'-O-(3,6,9.trioxaundecane-1,11-diyl)-β-lactoside
• CAS No.: 105165-58-0
• Molecular Formula: C₅₁H₆₄O₁₄
• Molecular Weight: 901.061
• Mol file: 105165-58-0.mol

Synonyms:benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-3,2'-O-(3,6,9.trioxaundecane-1,11-diyl)-β-lactoside

Chemical Property of benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-3,2'-O-(3,6,9.trioxaundecane-1,11-diyl)-β-lactoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-3,2'-O-(3,6,9.trioxaundecane-1,11-diyl)-β-lactoside

There total 1 articles about benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-3,2'-O-(3,6,9.trioxaundecane-1,11-diyl)-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:

tetraethylene glycol di(p-toluenesulfonate) (37860-51-8) + benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-β-lactoside (105186-56-9) → benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-3,2'-O-(3,6,9.trioxaundecane-1,11-diyl)-β-lactoside (105165-58-0)

Guidance literature:

With potassium hydroxide; Yield given. Multistep reaction; 1.) tetrahydrofuran, 45 deg C, 15 m, 2.) tetrahydrofuran, 65 deg C;

DOI:10.1016/0008-6215(86)80008-8

Reference yield: 85.0%

benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-3,2'-O-(3,6,9.trioxaundecane-1,11-diyl)-β-lactoside (105165-58-0) → benzyl 2,6,6'-tri-O-benzyl-3,2'-O-(3,6,9-trioxaundecane-1,11-diyl)-β-lactoside (105165-59-1)

Guidance literature:

With acetic acid; In ethanol; at 75 ℃; for 48h;

DOI:10.1016/0008-6215(86)80008-8

Reference yield:

benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-3,2'-O-(3,6,9.trioxaundecane-1,11-diyl)-β-lactoside (105165-58-0) → benzyl 2,6,6'-tri-O-benzyl-3',4'-O-(3,6,9,12-tetraoxatetradecane-1,14-diyl)-3,2'-O-(3,6,9-trioxaundecane-1,11-diyl)-β-lactoside (105186-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / aqueous 70percent acetic acid / ethanol / 48 h / 75 °C

2: 29 percent / NaH / tetrahydrofuran / Heating

With sodium hydride; acetic acid; In tetrahydrofuran; ethanol;

DOI:10.1016/0008-6215(86)80008-8

upstream raw materials:

tetraethylene glycol di(p-toluenesulfonate)

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

Downstream raw materials:

benzyl 2,6,6'-tri-O-benzyl-3,2'-O-(3,6,9-trioxaundecane-1,11-diyl)-β-lactoside

benzyl 2,6,6'-tri-O-benzyl-3',4'-O-(3,6,9,12-tetraoxatetradecane-1,14-diyl)-3,2'-O-(3,6,9-trioxaundecane-1,11-diyl)-β-lactoside