(S,S)-(+)-1,4-di(methoxycarbonyl)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene

Base Information

Chemical Name:(S,S)-(+)-1,4-di(methoxycarbonyl)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene
CAS No.:1227928-13-3
Molecular Formula:C₂₄H₂₂O₄
Molecular Weight:374.436
Hs Code.:

Synonyms:(S,S)-(+)-1,4-di(methoxycarbonyl)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene

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Chemical Property of (S,S)-(+)-1,4-di(methoxycarbonyl)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene

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Technology Process of (S,S)-(+)-1,4-di(methoxycarbonyl)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene

There total 3 articles about (S,S)-(+)-1,4-di(methoxycarbonyl)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene 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%

: 1227928-12-2
(S,S)-1,4-di(methoxycarbonyl)-2,5-di(trifluromethylsulfonyloxy)bicyclo[2.2.2]octa-2,5-diene

: 98-80-6
phenylboronic acid

: 1227928-13-3
(S,S)-(+)-1,4-di(methoxycarbonyl)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; at 20 ℃; for 6h; Inert atmosphere;
DOI:10.1002/anie.200907033

Reference yield:

: 1227928-08-6
(S,S)-1,4-di(methoxycarbonyl) bicyclo[2.2.2]octane-2,5-dione

: 1227928-13-3
(S,S)-(+)-1,4-di(methoxycarbonyl)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

1.2: -78 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 6 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water; toluene;
DOI:10.1039/c2cc17120a

Reference yield:

: 1227928-05-3
(S,S)-(+)-1,4-di(methoxycarbonyl)-2-hexanoyloxybicyclo[2.2.2]octan-2-en-5-one

: 1227928-13-3
(S,S)-(+)-1,4-di(methoxycarbonyl)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol; sodium carbonate

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

2.2: -78 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 6 h / 20 °C / Inert atmosphere

With methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water; toluene;
DOI:10.1039/c2cc17120a