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

Base Information

Chemical Name:(2S)-(2/3)-dibenzoyloxy-5-(hydroxymethyl)cyclopent-4-enone ethylene acetal
CAS No.:93170-59-3
Molecular Formula:C₂₂H₂₀O₇
Molecular Weight:396.397
Hs Code.:

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

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

Chemical Property:

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

There total 5 articles about (2S)-(2/3)-dibenzoyloxy-5-(hydroxymethyl)cyclopent-4-enone 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: 100.0%

: 93170-58-2
C₂₂H₁₈O₇

: 93170-59-3
(2S)-(2/3)-dibenzoyloxy-5-(hydroxymethyl)cyclopent-4-enone ethylene acetal

Guidance literature:: With sodium tetrahydroborate; In ethanol; 1.) -50 deg C, 0.5 h, 2.) -50 -> -10 deg C, 1 h;
DOI:10.1016/0008-6215(84)85276-3

Reference yield:

: 93170-55-9
(2S)-(2,4,5/3)-2,3-dibenzoyloxy-5-hydroxy-4-toluene-p-sulphonyloxycyclohexanone ethylene acetal

: 93170-59-3
(2S)-(2/3)-dibenzoyloxy-5-(hydroxymethyl)cyclopent-4-enone ethylene acetal

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / pyridine / CH₂Cl₂ / 3.5 h / -40 - 10 °C

2: 62 percent / sodium iodide, zinc/copper couple / acetone / 0.33 h / Heating

3: osmium tetraoxide, sodium periodate / dioxane; H₂O / 43 h

4: sodium sulphate, pyrrolidine, acetic acid / benzene / 24 h / 20 °C

5: 100 percent / sodium borohydride / ethanol / 1.) -50 deg C, 0.5 h, 2.) -50 -> -10 deg C, 1 h

With pyrrolidine; pyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; copper; acetic acid; sodium sulfate; sodium iodide; zinc; In 1,4-dioxane; ethanol; dichloromethane; water; acetone; benzene;
DOI:10.1016/0008-6215(84)85276-3

Reference yield:

: 93170-57-1
(2S)-(2/3)-2,3-dibenzoyloxycyclohex-4-enone ethylene acetal

: 93170-59-3
(2S)-(2/3)-dibenzoyloxy-5-(hydroxymethyl)cyclopent-4-enone ethylene acetal

Guidance literature:: Multi-step reaction with 3 steps

1: osmium tetraoxide, sodium periodate / dioxane; H₂O / 43 h

2: sodium sulphate, pyrrolidine, acetic acid / benzene / 24 h / 20 °C

3: 100 percent / sodium borohydride / ethanol / 1.) -50 deg C, 0.5 h, 2.) -50 -> -10 deg C, 1 h

With pyrrolidine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; acetic acid; sodium sulfate; In 1,4-dioxane; ethanol; water; benzene;
DOI:10.1016/0008-6215(84)85276-3