methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS No.: 118344-53-9
• Molecular Formula: C₂₈H₃₆FNO₁₃
• Molecular Weight: 613.591
• Mol file: 118344-53-9.mol

Synonyms:methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property of methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 2 articles about methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-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: 49.0%

2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-galactopyranosyl bromide (35521-86-9) + methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (87038-18-4) → methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside (118344-53-9)

Guidance literature:

With calcium sulfate; 4 A molecular sieve; mercury(II) cyanide; In nitromethane; toluene; at 50 ℃; for 21h;

Reference yield:

1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-D-galactopyranose (155488-15-6,674782-58-2) → methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside (118344-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / 45percent hydrogen bromide / acetic acid; CH₂Cl₂ / 0.75 h

2: 49 percent / mercuric cyanide, powdered calcium sulfate, 4 Angstroem molecular sieves / toluene; nitromethane / 21 h / 50 °C

With calcium sulfate; 4 A molecular sieve; hydrogen bromide; mercury(II) cyanide; In nitromethane; dichloromethane; acetic acid; toluene;

Reference yield: 66.0%

methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside (118344-53-9) → methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside (118344-56-2)

Guidance literature:

With hydrogenchloride; 3 A molecular sieve; methyl orange; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃;

upstream raw materials:

2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-galactopyranosyl bromide

methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-D-galactopyranose

Downstream raw materials:

methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-β-D-galactopyranosyl)-β-D-glucopyranoside