2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-1-O-(2-hydroxy-benzoyl)-β-D-glucopyranose

Base Information

• Chemical Name: 2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-1-O-(2-hydroxy-benzoyl)-β-D-glucopyranose
• CAS No.: 15430-80-5
• Molecular Formula: C₂₁H₂₅NO₁₁
• Molecular Weight: 467.43

Synonyms:2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-1-O-(2-hydroxy-benzoyl)-β-D-glucopyranose

Chemical Property of 2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-1-O-(2-hydroxy-benzoyl)-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-1-O-(2-hydroxy-benzoyl)-β-D-glucopyranose

There total 2 articles about 2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-1-O-(2-hydroxy-benzoyl)-β-D-glucopyranose 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: 69.0%

salicylic acid (69-72-7,25496-36-0,8052-31-1) + Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) → 2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-1-O-(2-hydroxy-benzoyl)-β-D-glucopyranose (15430-80-5) + 2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3,14086-90-9)

Guidance literature:

With 15-crown-5; potassium carbonate; In acetonitrile; at 22 ℃; for 3h; regioselective reaction;

DOI:10.1134/S1068162013030059

Reference yield:

→ 2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-1-O-(2-hydroxy-benzoyl)-β-D-glucopyranose (15430-80-5)

Guidance literature:

Salicylsaeure 1) Kalium-tert.-butylat, DMF 2) Acetochlorglucosamin, 22grad;

Reference yield: 51.0%

2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-1-O-(2-hydroxy-benzoyl)-β-D-glucopyranose (15430-80-5) → 2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3,14086-90-9) + C21H25NO11

Guidance literature:

With potassium carbonate; In acetonitrile; at 22 ℃; for 2h;

DOI:10.1134/S1068162013030059

upstream raw materials:

salicylic acid

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

Downstream raw materials:

2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate

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