(E)-3-(2-{3'-[1-(4,4-dihydroxyadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

Base Information

Chemical Name:(E)-3-(2-{3'-[1-(4,4-dihydroxyadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid
CAS No.:1313053-21-2
Molecular Formula:C₂₃H₂₄N₂O₅
Molecular Weight:408.454
Hs Code.:

Synonyms:(E)-3-(2-{3'-[1-(4,4-dihydroxyadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

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Chemical Property of (E)-3-(2-{3'-[1-(4,4-dihydroxyadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

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Technology Process of (E)-3-(2-{3'-[1-(4,4-dihydroxyadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

There total 7 articles about (E)-3-(2-{3'-[1-(4,4-dihydroxyadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid 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:

: 1313053-22-3
ethyl (E)-3-(2-{3'-[1-(4-oxoadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoate

: 1313053-20-1
(E)-3-(2-{3'-[1-(4-oxoadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

: 1313053-21-2
(E)-3-(2-{3'-[1-(4,4-dihydroxyadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

Guidance literature:: ethyl (E)-3-(2-{3'-[1-(4-oxoadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoate; With water; sodium hydroxide; In methanol; at 85 ℃; for 0.833333h; Inert atmosphere;

With hydrogenchloride; In methanol; water; at 20 ℃; Inert atmosphere;

Reference yield:

: 106-41-2
4-bromo-phenol

: 1313053-20-1
(E)-3-(2-{3'-[1-(4-oxoadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

: 1313053-21-2
(E)-3-(2-{3'-[1-(4,4-dihydroxyadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanesulfonic acid / dichloromethane / 5 h / 80 °C

2.1: potassium carbonate / acetone / 25.7 h / Reflux; Inert atmosphere

3.1: toluene-4-sulfonic acid / benzene / 24.25 h / 110 °C / Dean-Stark apparatus

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

5.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 20 h / 90 °C

6.1: boron tribromide / dichloromethane / 2 h / -78 °C / Inert atmosphere

6.2: Inert atmosphere

7.1: sodium hydroxide; water / methanol / 0.83 h / 85 °C / Inert atmosphere

7.2: 20 °C / Inert atmosphere

With n-butyllithium; methanesulfonic acid; water; boron tribromide; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; water; acetone; benzene;

Reference yield:

: 1313053-23-4
5-(5'-bromo-2'-hydroxyphenyl)-2-adamantanone

: 1313053-20-1
(E)-3-(2-{3'-[1-(4-oxoadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

: 1313053-21-2
(E)-3-(2-{3'-[1-(4,4-dihydroxyadamantyl)]-4'-hydroxyphenyl}-5-pyrimidinyl)-2-propenoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetone / 25.7 h / Reflux; Inert atmosphere

2.1: toluene-4-sulfonic acid / benzene / 24.25 h / 110 °C / Dean-Stark apparatus

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 20 h / 90 °C

5.1: boron tribromide / dichloromethane / 2 h / -78 °C / Inert atmosphere

5.2: Inert atmosphere

6.1: sodium hydroxide; water / methanol / 0.83 h / 85 °C / Inert atmosphere

6.2: 20 °C / Inert atmosphere

With n-butyllithium; water; boron tribromide; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; water; acetone; benzene;