Acetic acid (3R,4S,5S,6S)-2,5-diacetoxy-6-acetylsulfanylmethyl-3-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (3R,4S,5S,6S)-2,5-diacetoxy-6-acetylsulfanylmethyl-3-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester
• CAS No.: 126828-62-4
• Molecular Formula: C₂₁H₂₆O₁₁S₂
• Molecular Weight: 518.563
• Mol file: 126828-62-4.mol

Synonyms:

Chemical Property of Acetic acid (3R,4S,5S,6S)-2,5-diacetoxy-6-acetylsulfanylmethyl-3-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (3R,4S,5S,6S)-2,5-diacetoxy-6-acetylsulfanylmethyl-3-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester

There total 1 articles about Acetic acid (3R,4S,5S,6S)-2,5-diacetoxy-6-acetylsulfanylmethyl-3-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-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:

1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α,β-D-glucopyranose (95118-61-9) + 3,4-di-O-acetyl-2,6-di-O-tosyl-α/β-D-glucopyranose (103042-48-4) + potassium thioacetate (10387-40-3) → Acetic acid (3R,4S,5S,6S)-2,3,5-triacetoxy-6-acetylsulfanylmethyl-tetrahydro-pyran-4-yl ester (99094-40-3) + Acetic acid (3R,4S,5S,6S)-2,5-diacetoxy-6-acetylsulfanylmethyl-3-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester (126828-62-4)

Guidance literature:

In N,N-dimethyl-formamide; for 24h; Yield given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/0008-6215(89)85126-2

Reference yield:

Acetic acid (3R,4S,5S,6S)-2,3,5-triacetoxy-6-acetylsulfanylmethyl-tetrahydro-pyran-4-yl ester (99094-40-3) + Acetic acid (3R,4S,5S,6S)-2,5-diacetoxy-6-acetylsulfanylmethyl-3-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester (126828-62-4) → Acetic acid (2S,3S,4S,5R)-3,5-diacetoxy-2-acetylsulfanylmethyl-6-bromo-tetrahydro-pyran-4-yl ester (13204-56-3,97169-77-2) + Acetic acid (2S,3S,4S,5R)-3-acetoxy-2-acetylsulfanylmethyl-6-bromo-5-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester (126828-63-5)

Guidance literature:

With hydrogen bromide; In acetic acid; for 24h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/0008-6215(89)85126-2

upstream raw materials:

1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α,β-D-glucopyranose

3,4-di-O-acetyl-2,6-di-O-tosyl-α/β-D-glucopyranose

potassium thioacetate

Downstream raw materials:

Acetic acid (2S,3S,4S,5R)-3,5-diacetoxy-2-acetylsulfanylmethyl-6-bromo-tetrahydro-pyran-4-yl ester

Acetic acid (2S,3S,4S,5R)-3-acetoxy-2-acetylsulfanylmethyl-6-bromo-5-(toluene-4-sulfonyloxy)-tetrahydro-pyran-4-yl ester