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

Base Information

• Chemical Name: benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-α-D-galactopyranoside
• CAS No.: 93396-85-1
• Molecular Formula: C₄₁H₅₆N₂O₂₁
• Molecular Weight: 912.896
• Mol file: 93396-85-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 4 articles about benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-α-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: 47.0%

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline (10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1) + benzyl 2-acetamido-2-deoxy-3-O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-α-D-galactopyranoside (93396-84-0) → benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-α-D-galactopyranoside (93396-85-1)

Guidance literature:

With toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 70 ℃;

DOI:10.1016/0008-6215(84)85247-7

Reference yield:

Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (3554-91-4) → benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-α-D-galactopyranoside (93396-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / mercuric cyanide / nitromethane; benzene / 40 h / Ambient temperature

2: 64 percent / 60 percent aq. acetic acid / 0.5 h / 98 °C

3: 47 percent / p-toluenesulfonic acid / 1,2-dichloro-ethane / 70 °C

With mercury(II) cyanide; toluene-4-sulfonic acid; acetic acid; In nitromethane; 1,2-dichloro-ethane; benzene;

DOI:10.1016/0008-6215(84)85247-7

Reference yield:

2,3,4-tri-O-acetyl-D-fucopyranosyl bromide (5158-64-5,14227-85-1,16741-27-8,24877-07-4,36807-84-8,39524-38-4,41881-45-2,60978-06-5,69483-13-2,69980-52-5,75247-28-8,75247-29-9,80483-13-2,80483-14-3,89301-86-0,96648-29-2,108942-35-4,108942-38-7,138514-69-9,24404-52-2) → benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-α-D-galactopyranoside (93396-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / mercuric cyanide / nitromethane; benzene / 40 h / Ambient temperature

2: 64 percent / 60 percent aq. acetic acid / 0.5 h / 98 °C

3: 47 percent / p-toluenesulfonic acid / 1,2-dichloro-ethane / 70 °C

With mercury(II) cyanide; toluene-4-sulfonic acid; acetic acid; In nitromethane; 1,2-dichloro-ethane; benzene;

DOI:10.1016/0008-6215(84)85247-7

upstream raw materials:

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

benzyl 2-acetamido-2-deoxy-3-O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-α-D-galactopyranoside

Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

2,3,4-tri-O-acetyl-D-fucopyranosyl bromide

Downstream raw materials:

benzyl 2-acetamido-6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-β-D-fucopyranosyl-α-D-galactopyranoside