Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester
• CAS No.: 913625-12-4
• Molecular Formula: C₃₃H₄₂O₂₀S
• Molecular Weight: 790.75

Synonyms:Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester

There total 3 articles about Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-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: 100.0%

Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester (913625-11-3) + acetic anhydride (108-24-7) → Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester (913625-12-4)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.bmc.2006.06.034

Reference yield:

Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (120852-02-0) → Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester (913625-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / 1,4-diazabicyclo[2.2.2]octane / CH₂Cl₂ / 45 h / 0 °C

2: 100 percent / pyridine / 20 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane;

DOI:10.1016/j.bmc.2006.06.034

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester (913625-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / 1,4-diazabicyclo[2.2.2]octane / CH₂Cl₂ / 45 h / 0 °C

2: 100 percent / pyridine / 20 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane;

DOI:10.1016/j.bmc.2006.06.034

upstream raw materials:

Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-[(2S,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-4-yl ester

acetic anhydride

Acetic acid (3R,4S,5R,6R)-2,3-diacetoxy-6-acetoxymethyl-5-((2S,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

p-toluenesulfonyl chloride

Downstream raw materials:

2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-(5-{2-[3,4,5-triacetoxy-6-(4,5,6-triacetoxy-2-acetoxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethylsulfanyl]-ethylcarbamoyl}-pentylcarbamoyl)-butyric acid methyl ester

C₅₃H₇₁FN₁₀O₂₀S

2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-{2-[3,4,5-triacetoxy-6-(4,5,6-triacetoxy-2-acetoxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethylsulfanyl]-ethylcarbamoyl}-butyric acid methyl ester

2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-{2-[3,4,5-triacetoxy-6-(4,5-diacetoxy-2-acetoxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethylsulfanyl]-ethylcarbamoyl}-butyric acid methyl ester

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