2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE

Base Information

• Chemical Name: 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE
• CAS No.: 20590-45-8
• Molecular Formula: C15H20 N2 O8 S
• Molecular Weight: 388.39300
• Mol file: 20590-45-8.mol

Synonyms:Glucopyranosylisothiocyanate, 2-acetamido-2-deoxy-, 3,4,6-triacetate, b-D- (6CI,8CI)

Chemical Property of 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE

Chemical Property:

• PSA: 161.68000
• LogP: 0.13620

Purity/Quality:

99% ^*data from raw suppliers

2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranosyl isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE

There total 8 articles about 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE 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: 83.0%

2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride (3068-34-6,38874-23-6,41355-44-6,51236-40-9,74081-14-4,79897-03-3,100759-09-9,109581-83-1) + potassium thioacyanate (333-20-0) → 3,4,6-tri-O-acetyl-2-N-acetylamido-2-deoxy-β-D-glucopyranosyl isothiocyanate (20590-45-8)

Guidance literature:

potassium thioacyanate; With tetra(n-butyl)ammonium hydrogensulfate; In acetonitrile; at 20 ℃; for 2.5h; Molecular sieve;

2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride; In acetonitrile; Reflux;

DOI:10.3184/174751916X14711768865726

Reference yield: 75.0%

potassium thioacyanate (333-20-0) + Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) → 3,4,6-tri-O-acetyl-2-N-acetylamido-2-deoxy-β-D-glucopyranosyl isothiocyanate (20590-45-8)

Guidance literature:

potassium thioacyanate; With tetra(n-butyl)ammonium hydrogensulfate; In acetonitrile; at 20 ℃; for 2.5h; Molecular sieve;

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

DOI:10.1515/hc-2014-0166

Reference yield:

potassium thioacyanate (333-20-0) + 2-acetylamino-3,4,6-triacetyl-2-deoxy-α-D-glucopyranosyl bromide (51533-00-7) → 3,4,6-tri-O-acetyl-2-N-acetylamido-2-deoxy-β-D-glucopyranosyl isothiocyanate (20590-45-8)

Guidance literature:

potassium thioacyanate; With 4 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; In acetonitrile; at 20 ℃; for 3h;

2-acetylamino-3,4,6-triacetyl-2-deoxy-α-D-glucopyranosyl bromide; In acetonitrile; at 65 ℃; for 1.5h; Further stages.;

DOI:10.1080/00397910701865777

upstream raw materials:

potassium thioacyanate

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

silver thiocyanate

2-acetylamino-3,4,6-triacetyl-2-deoxy-α-D-glucopyranosyl bromide