(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-acetylphenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

• Chemical Name: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-acetylphenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS No.: 41341-56-4
• Molecular Formula: C₂₂H₂₆O₁₀S
• Molecular Weight: 482.508

Synonyms:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-acetylphenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

Chemical Property of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-acetylphenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-acetylphenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 3 articles about (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-acetylphenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 95.0%

tetraacetyl thioglucose (19879-84-6) + 4-Iodoacetophenone (13329-40-3) → (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-acetylphenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate (41341-56-4)

Guidance literature:

With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 1h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.201200695

Reference yield:

4-mercaptoacetophenone (3814-20-8) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-acetylphenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate (41341-56-4)

Guidance literature:

With potassium hydroxide; chloroform;

DOI:10.1021/jo01173a015

Reference yield:

→ Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-acetyl-phenylsulfanyl)-tetrahydro-pyran-3-yl ester (41341-56-4)

Guidance literature:

Acetobromgalactose, p-Acetylthiophenol;

DOI:10.1016/S0008-6215(00)85042-9

upstream raw materials:

4-mercaptoacetophenone

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

tetraacetyl thioglucose

4-Iodoacetophenone

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