<(+/-)-(3E,4α,5α)>-4-hydroxy-5-((phenylselenenyl)methyl)-3-tetradecylidenetetrahydro-2-furanone

Base Information

Chemical Name:<(+/-)-(3E,4α,5α)>-4-hydroxy-5-((phenylselenenyl)methyl)-3-tetradecylidenetetrahydro-2-furanone
CAS No.:78277-66-4
Molecular Formula:C₂₅H₃₈O₃Se
Molecular Weight:465.535
Hs Code.:

Synonyms:<(+/-)-(3E,4α,5α)>-4-hydroxy-5-((phenylselenenyl)methyl)-3-tetradecylidenetetrahydro-2-furanone

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Chemical Property of <(+/-)-(3E,4α,5α)>-4-hydroxy-5-((phenylselenenyl)methyl)-3-tetradecylidenetetrahydro-2-furanone

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Technology Process of <(+/-)-(3E,4α,5α)>-4-hydroxy-5-((phenylselenenyl)methyl)-3-tetradecylidenetetrahydro-2-furanone

There total 4 articles about <(+/-)-(3E,4α,5α)>-4-hydroxy-5-((phenylselenenyl)methyl)-3-tetradecylidenetetrahydro-2-furanone 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: 85.0%

: 5707-04-0
Phenylselenyl chloride

: 78277-57-3
(E)-2-(1-Hydroxy-allyl)-hexadec-2-enoic acid

: 78277-66-4
<(+/-)-(3E,4α,5α)>-4-hydroxy-5-((phenylselenenyl)methyl)-3-tetradecylidenetetrahydro-2-furanone

Guidance literature:: In dichloromethane; Ambient temperature;
DOI:10.1021/ja00404a023

Reference yield:

: 112-39-0
hexadecanoic acid methyl ester

: 78277-66-4
<(+/-)-(3E,4α,5α)>-4-hydroxy-5-((phenylselenenyl)methyl)-3-tetradecylidenetetrahydro-2-furanone

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 1 h, 2.) -78 deg C -> room temperature, 30 min

2: 1.) lithium diisopropylamide, 2.) hydrogen peroxide, acetic acid / 1.) THF, -78 deg C, 20 min, 2.) 0 deg C, 30 min, room temperature, 2 h

3: 98 percent / KOH / methanol; H₂O / 2 h / 25 °C

4: 85 percent / CH₂Cl₂ / Ambient temperature

With potassium hydroxide; dihydrogen peroxide; acetic acid; lithium diisopropyl amide; In methanol; dichloromethane; water;
DOI:10.1021/ja00404a023

Reference yield:

: 78277-46-0
methyl 2-phenylselenenylhexadecanoate

: 78277-66-4
<(+/-)-(3E,4α,5α)>-4-hydroxy-5-((phenylselenenyl)methyl)-3-tetradecylidenetetrahydro-2-furanone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide, 2.) hydrogen peroxide, acetic acid / 1.) THF, -78 deg C, 20 min, 2.) 0 deg C, 30 min, room temperature, 2 h

2: 98 percent / KOH / methanol; H₂O / 2 h / 25 °C

3: 85 percent / CH₂Cl₂ / Ambient temperature

With potassium hydroxide; dihydrogen peroxide; acetic acid; lithium diisopropyl amide; In methanol; dichloromethane; water;
DOI:10.1021/ja00404a023