Benzyl 2-(AcetylaMino)-2-deoxy-3-O-[3,4,6-tri-O-acetyl-2-(acetylaMino)-2-deoxy-β-D-glucopyranosyl]-α-D-galactopyranoside 4,6-Diacetate

Base Information

• Chemical Name: Benzyl 2-(AcetylaMino)-2-deoxy-3-O-[3,4,6-tri-O-acetyl-2-(acetylaMino)-2-deoxy-β-D-glucopyranosyl]-α-D-galactopyranoside 4,6-Diacetate
• CAS No.: 85054-28-0
• Molecular Formula: C₃₃H₄₄N₂O₁₆
• Molecular Weight: 724.716
• Mol file: 85054-28-0.mol

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

Chemical Property of Benzyl 2-(AcetylaMino)-2-deoxy-3-O-[3,4,6-tri-O-acetyl-2-(acetylaMino)-2-deoxy-β-D-glucopyranosyl]-α-D-galactopyranoside 4,6-Diacetate

Chemical Property:

• Solubility.: Methanol

Purity/Quality:

95% ^*data from raw suppliers

Benzyl2-(Acetylamino)-2-deoxy-3-O-[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]-α-D-galactopyranoside4,6-Diacetate ^*data from reagent suppliers

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Technology Process of Benzyl 2-(AcetylaMino)-2-deoxy-3-O-[3,4,6-tri-O-acetyl-2-(acetylaMino)-2-deoxy-β-D-glucopyranosyl]-α-D-galactopyranoside 4,6-Diacetate

There total 4 articles about Benzyl 2-(AcetylaMino)-2-deoxy-3-O-[3,4,6-tri-O-acetyl-2-(acetylaMino)-2-deoxy-β-D-glucopyranosyl]-α-D-galactopyranoside 4,6-Diacetate 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:

benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (117182-56-6) → benzyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranoside (85054-28-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) silver trifluoromethanesulfonate, 2,4,6-trimethylpyridine, molecular sieves type 4A / 1.) dichloromethane, r.t., 1 h; 2.) dichloromethane, 4 h

2: 89.9 percent / 60 percent acetic acid / H₂O / 1.5 h / 85 °C

3: 1.) 85 percent hydrazine hydrate / 1.) ethanol, 70 deg C, 15 min; 2.) pyridine, 90 deg C, 20 min

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; hydrazine hydrate; acetic acid; In water;

DOI:10.1016/0008-6215(83)88285-8

Reference yield:

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-galactopyranoside (85054-25-7) → benzyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranoside (85054-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89.9 percent / 60 percent acetic acid / H₂O / 1.5 h / 85 °C

2: 1.) 85 percent hydrazine hydrate / 1.) ethanol, 70 deg C, 15 min; 2.) pyridine, 90 deg C, 20 min

With hydrazine hydrate; acetic acid; In water;

DOI:10.1016/0008-6215(83)88285-8

Reference yield:

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide (10028-45-2) → benzyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranoside (85054-28-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) silver trifluoromethanesulfonate, 2,4,6-trimethylpyridine, molecular sieves type 4A / 1.) dichloromethane, r.t., 1 h; 2.) dichloromethane, 4 h

2: 89.9 percent / 60 percent acetic acid / H₂O / 1.5 h / 85 °C

3: 1.) 85 percent hydrazine hydrate / 1.) ethanol, 70 deg C, 15 min; 2.) pyridine, 90 deg C, 20 min

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; hydrazine hydrate; acetic acid; In water;

DOI:10.1016/0008-6215(83)88285-8

upstream raw materials:

acetic anhydride

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

benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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

Downstream raw materials:

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

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