methyl β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside
• CAS No.: 311806-05-0
• Molecular Formula: C₃₄H₃₆O₁₄
• Molecular Weight: 668.651
• Mol file: 311806-05-0.mol

Synonyms:methyl β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

Chemical Property of methyl β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

There total 6 articles about methyl β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside 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%

methyl (2,3,4,6-tetra-O-acetyl-D-glucopyranosyl)-β-(1→6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside (69895-14-3) → methyl β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside (311806-05-0)

Guidance literature:

With acetyl chloride; In methanol; at 20 ℃;

DOI:10.1080/07328300008544122

Reference yield:

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) → methyl β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside (311806-05-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 2,4-lutidine; AgOTf; 4A MS / dimethylformamide / 20 °C

2: 694 mg / pyridine / 20 °C

3: 90 percent / TMSOTf / CH₂Cl₂ / 1.5 h / -10 - -5 °C

4: 92 percent / acetyl chloride / methanol / 20 °C

With pyridine; 2,4-lutidine; trimethylsilyl trifluoromethanesulfonate; silver trifluoromethanesulfonate; acetyl chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Alkylation / 2: Acylation / 3: Rearrangement / 4: Deacetylation;

DOI:10.1080/07328300008544122

Reference yield:

benzoyl chloride (98-88-4) → methyl β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside (311806-05-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 694 mg / pyridine / 20 °C

2: 90 percent / TMSOTf / CH₂Cl₂ / 1.5 h / -10 - -5 °C

3: 92 percent / acetyl chloride / methanol / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; acetyl chloride; In methanol; dichloromethane; 1: Acylation / 2: Rearrangement / 3: Deacetylation;

DOI:10.1080/07328300008544122

upstream raw materials:

methyl (2,3,4,6-tetra-O-acetyl-D-glucopyranosyl)-β-(1→6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

benzoyl chloride

methyl-alpha-D-glucopyranoside

Downstream raw materials:

C₆₉H₆₆O₂₆