(E)-3-[3'-Adamantan-1-yl-2-(3-amino-propoxy)-4'-benzyloxy-biphenyl-4-yl]-acrylic acid ethyl ester

Base Information

Chemical Name:(E)-3-[3'-Adamantan-1-yl-2-(3-amino-propoxy)-4'-benzyloxy-biphenyl-4-yl]-acrylic acid ethyl ester
CAS No.:736992-50-0
Molecular Formula:C₃₇H₄₃NO₄
Molecular Weight:565.753
Hs Code.:

Synonyms:(E)-3-[3'-Adamantan-1-yl-2-(3-amino-propoxy)-4'-benzyloxy-biphenyl-4-yl]-acrylic acid ethyl ester

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Chemical Property of (E)-3-[3'-Adamantan-1-yl-2-(3-amino-propoxy)-4'-benzyloxy-biphenyl-4-yl]-acrylic acid ethyl ester

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Technology Process of (E)-3-[3'-Adamantan-1-yl-2-(3-amino-propoxy)-4'-benzyloxy-biphenyl-4-yl]-acrylic acid ethyl ester

There total 10 articles about (E)-3-[3'-Adamantan-1-yl-2-(3-amino-propoxy)-4'-benzyloxy-biphenyl-4-yl]-acrylic acid ethyl ester 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:

: 540779-40-6
ethyl (E)-4-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-[(3'-tert-butoxycarboxamido)propoxy]cinnamate

: 736992-50-0
(E)-3-[3'-Adamantan-1-yl-2-(3-amino-propoxy)-4'-benzyloxy-biphenyl-4-yl]-acrylic acid ethyl ester

Guidance literature:: With hydrogenchloride; In ethanol; for 1h; Heating;
DOI:10.1021/jm030524k

Reference yield:

: 7781-98-8
ethyl-3-hydroxybenzoate

: 736992-50-0
(E)-3-[3'-Adamantan-1-yl-2-(3-amino-propoxy)-4'-benzyloxy-biphenyl-4-yl]-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 53 percent / Br₂; AcOH / 20 h / 20 °C

2.1: 84 percent / K₂CO₃ / acetone / 15 h / Heating

3.1: 91 percent / DIBAL / CH₂Cl₂; hexane / 2 h / -78 °C

4.1: PCC / CH₂Cl₂ / 5 h / 20 °C

5.1: KN(SiMe₃)2 / diethyl ether; tetrahydrofuran / 0.5 h / -78 °C

5.2: 0.28 g / diethyl ether; tetrahydrofuran / -78 - 20 °C

6.1: 92 percent / BBr₃ / CH₂Cl₂ / 2 h / -78 °C

7.1: 81 percent / K₂CO₃ / acetone / 20 h / Heating

8.1: 83 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 20 h / Heating

9.1: aq. HCl / ethanol / 1 h / Heating

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; boron tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; ethanol; hexane; dichloromethane; acetone;
DOI:10.1021/jm030524k

Reference yield:

: 33141-66-1
ethyl 4-bromo-3-hydroxybenzoate

: 736992-50-0
(E)-3-[3'-Adamantan-1-yl-2-(3-amino-propoxy)-4'-benzyloxy-biphenyl-4-yl]-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 84 percent / K₂CO₃ / acetone / 15 h / Heating

2.1: 91 percent / DIBAL / CH₂Cl₂; hexane / 2 h / -78 °C

3.1: PCC / CH₂Cl₂ / 5 h / 20 °C

4.1: KN(SiMe₃)2 / diethyl ether; tetrahydrofuran / 0.5 h / -78 °C

4.2: 0.28 g / diethyl ether; tetrahydrofuran / -78 - 20 °C

5.1: 92 percent / BBr₃ / CH₂Cl₂ / 2 h / -78 °C

6.1: 81 percent / K₂CO₃ / acetone / 20 h / Heating

7.1: 83 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 20 h / Heating

8.1: aq. HCl / ethanol / 1 h / Heating

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; pyridinium chlorochromate; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; ethanol; hexane; dichloromethane; acetone;
DOI:10.1021/jm030524k