Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester

Base Information

• Chemical Name: Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester
• CAS No.: 127269-02-7
• Molecular Formula: C₂₁H₂₂O₈S
• Molecular Weight: 434.467

Synonyms:Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester

Chemical Property of Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester

There total 2 articles about Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl 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: 88.0%

Benzoic acid (R)-2-hydroxy-2-((2R,3R)-2-hydroxymethyl-5-oxo-tetrahydro-furan-3-yl)-ethyl ester (77772-49-7) + p-toluenesulfonyl chloride (98-59-9) → Benzoic acid (3aR,4R,6aR)-2-oxo-hexahydro-furo[3,4-b]furan-4-ylmethyl ester (143061-70-5) + Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester (127269-02-7)

Guidance literature:

With pyridine; dmap; for 20h;

DOI:10.1080/00397919208021312

Reference yield: 86.0%

Benzoic acid (R)-2-hydroxy-2-((2R,3R)-2-hydroxymethyl-5-oxo-tetrahydro-furan-3-yl)-ethyl ester (77772-49-7) + p-toluenesulfonyl chloride (98-59-9) → Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester (127269-02-7)

Guidance literature:

With dmap; In pyridine; for 20h; Ambient temperature;

Reference yield: 95.0%

3,4-dihydro-2H-pyran (110-87-2) + Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester (127269-02-7) → Benzoic acid (R)-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-2-(tetrahydro-pyran-2-yloxy)-ethyl ester (127269-03-8,143061-68-1,143061-71-6)

Guidance literature:

With toluene-4-sulfonic acid; In 1,2-dimethoxyethane; for 2h;

upstream raw materials:

Benzoic acid (R)-2-hydroxy-2-((2R,3R)-2-hydroxymethyl-5-oxo-tetrahydro-furan-3-yl)-ethyl ester

p-toluenesulfonyl chloride

Downstream raw materials:

Benzoic acid (R)-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-2-(tetrahydro-pyran-2-yloxy)-ethyl ester

Benzoic acid (3aS,4S,6aR)-2-oxo-hexahydro-thieno[3,4-b]furan-4-ylmethyl ester

Benzoic acid (R)-2-((2R,3R)-2-benzylsulfanylmethyl-5-oxo-tetrahydro-furan-3-yl)-2-hydroxy-ethyl ester

Benzoic acid (R)-2-((2R,3S)-2-benzylsulfanylmethyl-5-oxo-tetrahydro-furan-3-yl)-2-methanesulfonyloxy-ethyl ester

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