3-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranose

Base Information

• Chemical Name: 3-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranose
• CAS No.: 79705-45-6
• Molecular Formula: C₄₈H₅₅NO₁₄
• Molecular Weight: 869.963
• Mol file: 79705-45-6.mol

Synonyms:

Chemical Property of 3-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranose

There total 4 articles about 3-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranose 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:

1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranose (55682-49-0) → 3-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranose (79705-45-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / BF_3.Et₂O / CH₂Cl₂ / 7 h / Ambient temperature

2: 1) NaBH₄, NiCl_2.6H₂O / 1) isopropanol, dioxane, ethanol, 2 h, r.t., 1 h, reflux, 2) pyridine, 1 h, 50 deg C

3: CF₃COOH / 8 h / Ambient temperature

With sodium tetrahydroborate; boron trifluoride diethyl etherate; trifluoroacetic acid; nickel dichloride; In dichloromethane;

Reference yield:

6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl bromide (55682-50-3) → 3-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranose (79705-45-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) HgBr₂, Hg(CN)2, molecular sieves 4 Angstroem / 1) CH₂Cl₂, 30 min,, 2) CH₂Cl₂, 0 deg C, 6 h

2: 1) NaBH₄, NiCl_2.6H₂O / 1) isopropanol, dioxane, ethanol, 2 h, r.t., 1 h, reflux, 2) pyridine, 1 h, 50 deg C

3: CF₃COOH / 8 h / Ambient temperature

With sodium tetrahydroborate; 4 A molecular sieve; mercury(II) cyanide; trifluoroacetic acid; mercury dibromide; nickel dichloride;

Reference yield:

3-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2,4-di-O-benzyl-β-D-galactopyranose (70056-59-6) → 3-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranose (79705-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaBH₄, NiCl_2.6H₂O / 1) isopropanol, dioxane, ethanol, 2 h, r.t., 1 h, reflux, 2) pyridine, 1 h, 50 deg C

2: CF₃COOH / 8 h / Ambient temperature

With sodium tetrahydroborate; trifluoroacetic acid; nickel dichloride;

upstream raw materials:

acetic anhydride

3-O-(2-Acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2,4-di-O-benzyl-β-D-galactopyranose

1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranose

6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl bromide

Downstream raw materials:

3-O-(2-Acetamido-2-desoxy-α-D-glucopyranosyl)-D-galactopyranose