methyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside
• CAS No.: 125085-04-3
• Molecular Formula: C₄₄H₅₂O₁₁
• Molecular Weight: 756.89
• Mol file: 125085-04-3.mol

Synonyms:methyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

Chemical Property of methyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

There total 5 articles about methyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside 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: 78.0%

methyl 2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside (125084-89-1) + 1,2-di-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside (55628-56-3,65827-55-6,68567-54-4,77790-45-5,77790-46-6,81969-44-0,99630-89-4,137567-77-2,125135-30-0) → Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6R)-3-benzyloxy-2,5-dimethoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (125085-04-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 Angstroem MS; In dichloromethane; at -20 ℃; for 0.333333h;

DOI:10.1016/S0040-4039(01)80442-1

Reference yield:

3,4,6-tri-O-benzyl-[1,2-O-(1-methoxyethylidene)]-α-D-glucopyranoside (125135-29-7) → Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6R)-3-benzyloxy-2,5-dimethoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (125085-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / CH₃COOH / 1 h / 20 °C

2: 78 percent / 4 Angstroem MS, trimethylsilyltriflate / CH₂Cl₂ / 0.33 h / -20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 Angstroem MS; acetic acid; In dichloromethane;

DOI:10.1016/S0040-4039(01)80442-1

Reference yield:

methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside (14897-47-3) → Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6R)-3-benzyloxy-2,5-dimethoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (125085-04-3)

Guidance literature:

Multi-step reaction with 2 steps

2: 78 percent / 4 Angstroem MS, trimethylsilyltriflate / CH₂Cl₂ / 0.33 h / -20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 Angstroem MS; In dichloromethane;

DOI:10.1016/S0040-4039(01)80442-1

upstream raw materials:

methyl 2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

1,2-di-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside

3,4,6-tri-O-benzyl-[1,2-O-(1-methoxyethylidene)]-α-D-glucopyranoside

methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside

Downstream raw materials:

methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-glucopyranosyl)-β-D-galactopyranoside

methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside

methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-β-D-galactopyranoside