2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thioglucopyranoside

Base Information

• Chemical Name: 2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thioglucopyranoside
• CAS No.: 148731-71-9
• Molecular Formula: C₁₉H₂₄N₂O₈S
• Molecular Weight: 440.474
• Mol file: 148731-71-9.mol

Synonyms:2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thioglucopyranoside

Chemical Property of 2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thioglucopyranoside

Chemical Property:

• Vapor Pressure: 1.54E-15mmHg at 25°C
• Boiling Point: 625°Cat760mmHg
• Flash Point: 331.8°C
• PSA: 155.42000
• Density: 1.33g/cm³
• LogP: 1.22070

Purity/Quality:

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Technology Process of 2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thioglucopyranoside

There total 1 articles about 2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thioglucopyranoside 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: 72.0%

2-Sulfanylpyridine (2637-34-5,73018-10-7) + Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) → 2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-glucopyranoside (148731-71-9)

Guidance literature:

With potassium carbonate; In acetone; toluene; at 50 ℃; for 1h;

DOI:10.1016/0008-6215(93)80041-C

Reference yield: 81.0%

2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-glucopyranoside (148731-71-9) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl 3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranoside (7772-85-2)

Guidance literature:

With 4 A molecular sieve; methyl iodide; In dichloromethane; at 50 ℃; for 22h;

DOI:10.1016/0008-6215(93)80041-C

Reference yield: 77.0%

2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-glucopyranoside (148731-71-9) + tert-butyl alcohol (75-65-0) → tert-butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (7772-86-3)

Guidance literature:

With 4 A molecular sieve; methyl iodide; In dichloromethane; at 50 ℃; for 22h;

DOI:10.1016/0008-6215(93)80041-C

upstream raw materials:

2-Sulfanylpyridine

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

Downstream raw materials:

isopropyl 3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranoside

tert-butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

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

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