4'-METHOXYPHENYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: 4'-METHOXYPHENYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE
• CAS No.: 38229-72-0
• Molecular Formula: C21H27NO10
• Molecular Weight: 453.446
• Mol file: 38229-72-0.mol

Synonyms:4'-METHOXYPHENYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE;4''-METHOXYPHENYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-SS-D-GLUCOPYRANOSIDE

Chemical Property of 4'-METHOXYPHENYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

Chemical Property:

• PSA: 135.69000
• LogP: 1.12100

Purity/Quality:

99% ^*data from raw suppliers

4'-METHOXYPHENYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4'-METHOXYPHENYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

There total 8 articles about 4'-METHOXYPHENYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-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: 91.0%

p-methoxyphenyl 3,4,6-tri-O-acetyl-2-N-dimethylphosphoryl-2-deoxy-β-D-glucopyranoside (945219-31-8) + acetyl chloride (75-36-5) → 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranoside (38229-72-0)

Guidance literature:

With pyridine; dmap; Heating;

DOI:10.1016/j.tetlet.2007.07.108

Reference yield: 87.0%

4-methoxy-phenol (150-76-5) + 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3) → 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranoside (38229-72-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1016/j.tet.2009.03.067

Reference yield: 87.0%

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) + 4-methoxy-phenol (150-76-5) → 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranoside (38229-72-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -30 - 20 ℃; for 7h;

DOI:10.1002/hlca.201300195

upstream raw materials:

4-methoxy-phenol

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

acetic anhydride

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-(5,6-dichloro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yl ester

Downstream raw materials:

4-methoxyphenyl 2-(acetylamino)-2-deoxy-β-D-glucopyranoside

4-methoxyphenyl 2-(acetylamino)-6-O-[2-O-acetyl-3,4-O-(1-methylethylidene)-α-L-arabinopyranosyl]-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranoside

4-methoxyphenyl 2-(acetylamino)-3,4-di-O-benzoyl-2-deoxy-6-O-[3,4-O-(1-methylethylidene)-α-L-arabinopyranosyl]-β-D-glucopyranoside

4-methoxyphenyl 2-(acetylamino)-3,4-di-O-benzoyl-6-O-[(tert-butyl)(diphenyl)silyl]-2-deoxy-β-D-glucopyranoside

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