6-O-acetyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

Base Information

• Chemical Name: 6-O-acetyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose
• CAS No.: 79218-90-9
• Molecular Formula: C₂₅H₃₀O₈
• Molecular Weight: 458.508
• Mol file: 79218-90-9.mol

Synonyms:6-O-acetyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

Chemical Property of 6-O-acetyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-acetyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

There total 8 articles about 6-O-acetyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose 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:

methanol (67-56-1) + 2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranosyl chloride (73045-75-7) → 6-O-acetyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose (79218-90-9)

Guidance literature:

With tetrabutylammomium bromide; triethylamine; In 1,2-dichloro-ethane; at 45 - 55 ℃; for 48h; Yield given;

DOI:10.1016/S0008-6215(00)80753-3

Reference yield:

3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose (16697-49-7) → 6-O-acetyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose (79218-90-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 72.9 percent / H₂SO₄ / acetic acid / 2 h / 0 - 5 °C

2: 98.9 percent / HCl / CH₂Cl₂ / 48 h / 20 °C

3: Et₃N, Bu₄NBr / 1,2-dichloro-ethane / 48 h / 45 - 55 °C

With hydrogenchloride; sulfuric acid; tetrabutylammomium bromide; triethylamine; In dichloromethane; acetic acid; 1,2-dichloro-ethane;

DOI:10.1016/S0008-6215(00)80753-3

Reference yield:

1,2,6-tri-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranose (65827-57-8) → 6-O-acetyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose (79218-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98.9 percent / HCl / CH₂Cl₂ / 48 h / 20 °C

2: Et₃N, Bu₄NBr / 1,2-dichloro-ethane / 48 h / 45 - 55 °C

With hydrogenchloride; tetrabutylammomium bromide; triethylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0008-6215(00)80753-3

upstream raw materials:

methanol

2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranosyl chloride

3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

1,2,6-tri-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranose

Downstream raw materials:

octyl 6-O-(2-O-acetyl-6-O-allyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-2,3,4-tri-O-benzyl-β-D-glucopyranoside

octyl 6-O-(6-O-allyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-2,3,4-tri-O-benzyl-β-D-glucopyranoside

6-O-allyl-3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside