8-azido-3,6-dioxaoctyl 3-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: 8-azido-3,6-dioxaoctyl 3-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 900180-46-3
• Molecular Formula: C₃₄H₄₈N₄O₁₃
• Molecular Weight: 720.774
• Mol file: 900180-46-3.mol

Synonyms:8-azido-3,6-dioxaoctyl 3-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property of 8-azido-3,6-dioxaoctyl 3-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-azido-3,6-dioxaoctyl 3-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 5 articles about 8-azido-3,6-dioxaoctyl 3-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-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: 80.0%

8-azido-3,6-dioxaoctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(β-D-galactopyranosyl)-β-D-glucopyranoside (900180-45-2) + benzyl bromide (100-39-0) → 8-azido-3,6-dioxaoctyl 3-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside (900180-46-3)

Guidance literature:

8-azido-3,6-dioxaoctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(β-D-galactopyranosyl)-β-D-glucopyranoside; With di(n-butyl)tin oxide; In toluene; Heating;

benzyl bromide; With cesium fluoride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.carres.2006.04.007

Reference yield:

8-azido-3,6-dioxaoctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-glucopyranoside (900180-44-1) → 8-azido-3,6-dioxaoctyl 3-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside (900180-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 96 percent / K₂CO₃ / methanol / 20 °C

2.1: Bu₂SnO / toluene / Heating

2.2: 80 percent / CsF / dimethylformamide / 20 °C

With di(n-butyl)tin oxide; potassium carbonate; In methanol; toluene;

DOI:10.1016/j.carres.2006.04.007

Reference yield:

8-azido-3,6-dioxaoctyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (900180-43-0) → 8-azido-3,6-dioxaoctyl 3-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside (900180-46-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 87 percent / Et₃SiH; CF₃SO₃H; 4 A MS / CH₂Cl₂ / -78 °C

2.1: 96 percent / K₂CO₃ / methanol / 20 °C

3.1: Bu₂SnO / toluene / Heating

3.2: 80 percent / CsF / dimethylformamide / 20 °C

With triethylsilane; trifluorormethanesulfonic acid; di(n-butyl)tin oxide; potassium carbonate; In methanol; dichloromethane; toluene;

DOI:10.1016/j.carres.2006.04.007

upstream raw materials:

8-azido-3,6-dioxaoctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

benzyl bromide

8-azido-3,6-dioxaoctyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

8-azido-3,6-dioxaoctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-glucopyranoside

Downstream raw materials:

8-azido-3,6-dioxaoctyl 2-acetamido-6-O-benzyl-3-O-(3-O-benzyl-β-D-galactopyranosyl-(S)-P-4,6-cyclic 2,2,2-trichloroethyl phosphate)-2-deoxy-β-D-glucopyranoside

8-azido-3,6-dioxaoctyl 2-acetamido-6-O-benzyl-3-O-(3-O-benzyl-β-D-galactopyranosyl-(R)-P-4,6-cyclic 2,2,2-trichloroethyl phosphate)-2-deoxy-β-D-glucopyranoside