Toluene-4-sulfonic acid (S)-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-4-oxo-butyl ester

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Chemical Name:Toluene-4-sulfonic acid (S)-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-4-oxo-butyl ester
CAS No.:220408-00-4
Molecular Formula:C₂₈H₄₆O₇S
Molecular Weight:526.735
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-4-oxo-butyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-4-oxo-butyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-4-oxo-butyl ester

There total 8 articles about Toluene-4-sulfonic acid (S)-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-4-oxo-butyl 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: 95.0%

: 220407-99-8
Toluene-4-sulfonic acid (S)-4-hydroxy-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-butyl ester

: 220408-00-4
Toluene-4-sulfonic acid (S)-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-4-oxo-butyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 1h;
DOI:10.1021/jo982057y

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 220408-00-4
Toluene-4-sulfonic acid (S)-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-4-oxo-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / pyridine / 12 h / 20 °C

2: 90 percent / H₂ / Pd-C / ethyl acetate; ethanol / 12 h

3: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

With pyridine; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; 1: Tosylation / 2: Catalytic hydrogenation / 3: Oxidation;
DOI:10.1021/jo982057y

Reference yield:

: (4S,5S)-8-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-octanal

: 220408-00-4
Toluene-4-sulfonic acid (S)-1-[(2S,5R)-5-((R)-1-methoxymethoxy-undecyl)-tetrahydro-furan-2-yl]-4-oxo-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / InCl₃ / ethyl acetate / 3 h / -78 - 20 °C

2: pyridine / 12 h / 20 °C

3: 92 percent / TBAF / tetrahydrofuran / 12 h / 45 °C

4: 90 percent / pyridine / 12 h / 20 °C

5: 90 percent / H₂ / Pd-C / ethyl acetate; ethanol / 12 h

6: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

With pyridine; indium(III) chloride; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; 1: Addition / 2: Tosylation / 3: Cyclization / 4: Tosylation / 5: Catalytic hydrogenation / 6: Oxidation;
DOI:10.1021/jo982057y