(2S)-(2,4,5/3)-2,3-dibenzoyloxy-4-toluene-p-sulphonyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal

Base Information

• Chemical Name: (2S)-(2,4,5/3)-2,3-dibenzoyloxy-4-toluene-p-sulphonyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal
• CAS No.: 93170-56-0
• Molecular Formula: C₃₀H₂₇F₃O₁₂S₂
• Molecular Weight: 700.664

Synonyms:(2S)-(2,4,5/3)-2,3-dibenzoyloxy-4-toluene-p-sulphonyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal

Chemical Property of (2S)-(2,4,5/3)-2,3-dibenzoyloxy-4-toluene-p-sulphonyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal

Chemical Property:

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Technology Process of (2S)-(2,4,5/3)-2,3-dibenzoyloxy-4-toluene-p-sulphonyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal

There total 2 articles about (2S)-(2,4,5/3)-2,3-dibenzoyloxy-4-toluene-p-sulphonyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal 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: 86.0%

trifluoromethylsulfonic anhydride (358-23-6) + (2S)-(2,4,5/3)-2,3-dibenzoyloxy-5-hydroxy-4-toluene-p-sulphonyloxycyclohexanone ethylene acetal (93170-55-9) → (2S)-(2,4,5/3)-2,3-dibenzoyloxy-4-toluene-p-sulphonyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal (93170-56-0)

Guidance literature:

With pyridine; In dichloromethane; at -40 - 10 ℃; for 3.5h;

DOI:10.1016/0008-6215(84)85276-3

Reference yield:

2L-(2,4,5/3)-2,3-dibenzoyloxy-5-hydroxy-4-toluene-p-sulphonyloxycyclohexanone (72263-10-6) → (2S)-(2,4,5/3)-2,3-dibenzoyloxy-4-toluene-p-sulphonyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal (93170-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / conc. H₂SO₄ / dioxane; benzene / 5 h / Heating

2: 86 percent / pyridine / CH₂Cl₂ / 3.5 h / -40 - 10 °C

With pyridine; sulfuric acid; In 1,4-dioxane; dichloromethane; benzene;

DOI:10.1016/0008-6215(84)85276-3

Reference yield: 62.0%

(2S)-(2,4,5/3)-2,3-dibenzoyloxy-4-toluene-p-sulphonyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal (93170-56-0) → (2S)-(2/3)-2,3-dibenzoyloxycyclohex-4-enone ethylene acetal (93170-57-1)

Guidance literature:

With copper; sodium iodide; zinc; In acetone; for 0.333333h; Heating;

DOI:10.1016/0008-6215(84)85276-3

upstream raw materials:

trifluoromethylsulfonic anhydride

(2S)-(2,4,5/3)-2,3-dibenzoyloxy-5-hydroxy-4-toluene-p-sulphonyloxycyclohexanone ethylene acetal

2L-(2,4,5/3)-2,3-dibenzoyloxy-5-hydroxy-4-toluene-p-sulphonyloxycyclohexanone

Downstream raw materials:

(2S)-(2/3)-2,3-dibenzoyloxycyclohex-4-enone ethylene acetal

C₂₂H₂₀O₈

C₂₂H₁₈O₇

(2S)-(2/3)-dibenzoyloxy-5-(hydroxymethyl)cyclopent-4-enone ethylene acetal

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