benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-(hydrogen succinate)

Base Information

• Chemical Name: benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-(hydrogen succinate)
• CAS No.: 566905-73-5
• Molecular Formula: C₃₈H₄₀O₉
• Molecular Weight: 640.73
• Mol file: 566905-73-5.mol

Synonyms:benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-(hydrogen succinate)

Chemical Property of benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-(hydrogen succinate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-(hydrogen succinate)

There total 6 articles about benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-(hydrogen succinate) 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: 99.0%

succinic acid anhydride (108-30-5) + benzyl 2,3,4-tri-O-benzyl-D-glucopyranoside (27851-29-2) → benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-(hydrogen succinate) (566905-73-5)

Guidance literature:

With dmap; In pyridine; at 20 ℃; for 16h;

DOI:10.1039/b212066f

Reference yield:

(2R,3R,4S,5R,6R)-2,3,4,5-tetrakis(benzyloxy)-6-((trityloxy)methyl)tetrahydro-2H-pyran (27851-28-1,39687-22-4) → benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-(hydrogen succinate) (566905-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / p-TsOH / CH₂Cl₂; methanol / 6 h / 20 °C

2: 99 percent / DMAP / pyridine / 16 h / 20 °C

With dmap; toluene-4-sulfonic acid; In pyridine; methanol; dichloromethane;

DOI:10.1039/b212066f

Reference yield:

(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-((trityloxy)methyl)tetrahydro-2H-pyran-3,4,5-triol (39687-20-2) → benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-(hydrogen succinate) (566905-73-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.17 h / 0 °C

1.2: 82 percent / dimethylformamide / 20 °C

2.1: 88 percent / p-TsOH / CH₂Cl₂; methanol / 6 h / 20 °C

3.1: 99 percent / DMAP / pyridine / 16 h / 20 °C

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

DOI:10.1039/b212066f

upstream raw materials:

succinic acid anhydride

benzyl 2,3,4-tri-O-benzyl-D-glucopyranoside

(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-((trityloxy)methyl)tetrahydro-2H-pyran-3,4,5-triol

(2R,3R,4S,5R,6R)-2,3,4,5-tetrakis(benzyloxy)-6-((trityloxy)methyl)tetrahydro-2H-pyran

Downstream raw materials:

N-benzyloxycarbonyl-3,4-dihydroxy-3,4-di-O-[(benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 6-yl)-succinyl]-phenylethylamine

C₇₉H₈₀O₁₄