BENZYL 2-ACETAMIDO-2-DEOXY-3-O-METHYL-ALPHA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: BENZYL 2-ACETAMIDO-2-DEOXY-3-O-METHYL-ALPHA-D-GLUCOPYRANOSIDE
• CAS No.: 93215-41-9
• Molecular Formula: C16H23NO6
• Molecular Weight: 325.359
• Mol file: 93215-41-9.mol

Synonyms:N-[(2S,3S,4R,5S)-2-benzyloxy-5-hydroxy-6-(hydroxymethyl)-4-methoxy-tetrahydropyran-3-yl]acetamide;

Chemical Property of BENZYL 2-ACETAMIDO-2-DEOXY-3-O-METHYL-ALPHA-D-GLUCOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 165-167°C
• Refractive Index: 1.561
• Boiling Point: 569.05 °C at 760 mmHg
• Flash Point: 297.951°C
• PSA: 97.25000
• Density: 1.269 g/cm³
• LogP: 0.19190

Purity/Quality:

99% ^*data from raw suppliers

Benzyl2-Acetamido-3-O-methyl-α-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZYL 2-ACETAMIDO-2-DEOXY-3-O-METHYL-ALPHA-D-GLUCOPYRANOSIDE

There total 2 articles about BENZYL 2-ACETAMIDO-2-DEOXY-3-O-METHYL-ALPHA-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: 90.0%

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-α-D-glucopyranoside (116696-66-3) → benzyl 2-acetamido-2-deoxy-3-O-methyl-α-D-glucopyranoside (93215-41-9)

Guidance literature:

With acetic acid; at 100 ℃; for 1h;

DOI:10.1016/0008-6215(84)85069-7

Reference yield:

benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside (13343-63-0) → benzyl 2-acetamido-2-deoxy-3-O-methyl-α-D-glucopyranoside (93215-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / silver oxide / dimethylformamide / 6 h / Ambient temperature

2: 90 percent / 60 percent aq. acetic acid / 1 h / 100 °C

With acetic acid; silver(l) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(84)85069-7

Reference yield: 76.0%

benzyl 2-acetamido-2-deoxy-3-O-methyl-α-D-glucopyranoside (93215-41-9) + p-toluenesulfonyl chloride (98-59-9) → benzyl 2-acetamido-2-deoxy-3-O-methyl-6-O-p-tolylsulfonyl-α-D-glucopyranoside (93215-43-1)

Guidance literature:

In pyridine; at 0 ℃; for 8h;

DOI:10.1016/0008-6215(84)85069-7

upstream raw materials:

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-α-D-glucopyranoside

benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

benzyl 2-acetamido-6-O-benzoyl-2-deoxy-3-O-methyl-α-D-glucopyranoside

benzyl 2-acetamido-2-deoxy-3-O-methyl-6-O-p-tolylsulfonyl-α-D-glucopyranoside

benzyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-methyl-α-D-glucopyranoside

benzyl 2-acetamido-2-deoxy-4-O-β-D-galactopyranosyl-3-O-methyl-α-D-glucopyranoside

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