2,3,4,6-tetra-O-acetyl-1-O-(acetylsalicylyl)-β-D-glucopyranose

Base Information

• Chemical Name: 2,3,4,6-tetra-O-acetyl-1-O-(acetylsalicylyl)-β-D-glucopyranose
• CAS No.: 61081-62-7
• Molecular Formula: C₂₃H₂₆O₁₃
• Molecular Weight: 510.452
• Mol file: 61081-62-7.mol

Synonyms:2,3,4,6-tetra-O-acetyl-1-O-(acetylsalicylyl)-β-D-glucopyranose

Chemical Property of 2,3,4,6-tetra-O-acetyl-1-O-(acetylsalicylyl)-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-acetyl-1-O-(acetylsalicylyl)-β-D-glucopyranose

There total 4 articles about 2,3,4,6-tetra-O-acetyl-1-O-(acetylsalicylyl)-β-D-glucopyranose 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: 85.0%

aspirin (50-78-2,98201-60-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2,3,4,6-tetra-O-acetyl-1-O-(acetylsalicylyl)-β-D-glucopyranose (61081-62-7)

Guidance literature:

With sodium hydroxide; citrimide; In 1,2-dichloro-ethane; Ambient temperature;

Reference yield: 48.0%

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose (3254-17-9) + aspirin (50-78-2,98201-60-6) → 2,3,4,6-tetra-O-acetyl-1-O-(acetylsalicylyl)-β-D-glucopyranose (61081-62-7)

Guidance literature:

In tetrahydrofuran; for 12h;

DOI:10.1016/S0008-6215(00)85601-3

Reference yield:

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(5,5-dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester (55522-88-8) + aspirin (50-78-2,98201-60-6) → 2,3,4,6-tetra-O-acetyl-1-O-(acetylsalicylyl)-β-D-glucopyranose (61081-62-7) + 2-Acetoxy-benzoic acid (2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl ester

Guidance literature:

With molecular sieve; silver carbonate; In benzene; for 9h; Title compound not separated from byproducts; Heating;

DOI:10.1055/s-1996-4311

upstream raw materials:

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose

aspirin

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

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(5,5-dimethyl-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester