ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside
• CAS No.: 1316823-07-0
• Molecular Formula: C₂₅H₂₅NO₈S
• Molecular Weight: 499.541

Synonyms:ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

Chemical Property of ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

There total 3 articles about ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-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: 89.0%

ethyl 2-amino-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside (1316823-05-8) + acetyl chloride (75-36-5) → ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside (1316823-07-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1.5h; Cooling with ice;

DOI:10.1016/j.carres.2011.03.036

Reference yield:

ethyl 2-amino-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside (501088-85-3) → ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside (1316823-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 1 h / 0 °C / Cooling with ice

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 0 °C / Cooling with ice

With N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane;

DOI:10.1016/j.carres.2011.03.036

Reference yield:

benzoyl chloride (98-88-4) → ethyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside (1316823-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 1 h / 0 °C / Cooling with ice

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 0 °C / Cooling with ice

With N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane;

DOI:10.1016/j.carres.2011.03.036

upstream raw materials:

ethyl 2-amino-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

ethyl 2-amino-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

acetyl chloride

benzoyl chloride

Downstream raw materials:

p-nitrophenyl 2-acetamido-4,6-di-O-benzoyl-2,3-N,O-carbonyl-2-deoxy-β-D-glucopyranosyl-(1->6)-2-azido-3-O-benzoyl-2-deoxy-α-D-galactopyranoside

p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->6)-2-acetamido-2-deoxy-α-D-galactopyranoside

C₂₂H₃₁N₃O₁₄

p-aminophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->6)-2-acetamido-2-deoxy-α-D-galactopyranoside

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