Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-methyl-6-phenyl-5-phenylazo-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-methyl-6-phenyl-5-phenylazo-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester
• CAS No.: 161388-66-5
• Molecular Formula: C₃₃H₃₂N₄O₉S
• Molecular Weight: 660.704
• Mol file: 161388-66-5.mol

Synonyms:Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-methyl-6-phenyl-5-phenylazo-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester

Chemical Property of Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-methyl-6-phenyl-5-phenylazo-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-methyl-6-phenyl-5-phenylazo-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester

There total 2 articles about Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-methyl-6-phenyl-5-phenylazo-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester 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: 76.0%

Sodium; 3-cyano-4-methyl-6-phenyl-5-phenylazo-pyridine-2-thiolate + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-methyl-6-phenyl-5-phenylazo-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester (161388-66-5)

Guidance literature:

In acetone; Ambient temperature;

DOI:10.1246/bcsj.67.1627

Reference yield: 67.0%

5-(phenylazo)-3-cyano-4-methyl-6-phenylpyridine-2-(1H)-thione (147675-13-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-methyl-6-phenyl-5-phenylazo-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester (161388-66-5)

Guidance literature:

With potassium hydroxide; In acetone; Ambient temperature;

DOI:10.1246/bcsj.67.1627

Reference yield: 86.0%

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-methyl-6-phenyl-5-phenylazo-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester (161388-66-5) → 4-Methyl-6-phenyl-5-phenylazo-2-thioxo-1-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-1,2-dihydro-pyridine-3-carbonitrile

Guidance literature:

With ammonia; In methanol; at 0 ℃;

DOI:10.1246/bcsj.67.1627

upstream raw materials:

5-(phenylazo)-3-cyano-4-methyl-6-phenylpyridine-2-(1H)-thione

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide