N-{3-[4'-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic acid

Base Information

Chemical Name:N-{3-[4'-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic acid
CAS No.:473713-49-4
Molecular Formula:C₄₀H₃₁Br₂NO₆S
Molecular Weight:813.563
Hs Code.:

<i>N</i>-{3-[4'-(2-benzyl-benzo[<i>b</i>]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic acid

Synonyms:N-{3-[4'-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic acid

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Chemical Property of N-{3-[4'-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic acid

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Technology Process of N-{3-[4'-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic acid

There total 9 articles about N-{3-[4'-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic 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:

: N-(3-hydroxy-3-methoxycarbonyl-propyl)-phthalamic acid

: 250279-19-7
4'-(2-benzyl-benzo[b]thiophene-3-yl)-3,5-dibromo-biphenyl-4-ol

: 473713-49-4
N-{3-[4'-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic acid

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In benzene; at 20 ℃; for 0.5h;
DOI:10.1021/jm990560c

Reference yield:

: 7342-82-7
3-Bromothianaphthene

: 473713-49-4
N-{3-[4'-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 85 percent / Pd(OAc)2; aq. K₂CO₃ / acetone / 2 h / 65 °C

2.1: BBr₃ / CH₂Cl₂ / 10 h / 20 °C

3.1: n-BuLi / tetrahydrofuran / 3 h / -40 °C

3.2: tetrahydrofuran / 0.5 h / 0 °C

4.1: hydrazine monohydrate; diethylene glycol / 1 h / 180 °C

4.2: KOH / 10 h / 130 °C

5.1: Br₂; KOAc / acetic acid / 0.17 h / 5 °C

6.1: diethylazodicarboxylate; PPh₃ / benzene / 0.5 h / 20 °C

With palladium diacetate; n-butyllithium; bromine; potassium acetate; boron tribromide; potassium carbonate; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; diethylene glycol; In tetrahydrofuran; dichloromethane; acetic acid; acetone; benzene; 1.1: Cyclization / 2.1: demethylation / 3.1: Metallation / 3.2: Acylation / 4.1: Wolff-Kishner reduction / 4.2: Wolff-Kishner reduction / 5.1: Bromination / 6.1: Alkylation;
DOI:10.1021/jm990560c

Reference yield:

: 100-68-5
methyl-phenyl-thioether

: 473713-49-4
N-{3-[4'-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-3-methoxycarbonyl-propyl}-phthalamic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi; tetramethylenediamine / diethyl ether / 12 h / 20 °C

1.2: 23 percent / diethyl ether / 20 h / 20 °C

2.1: BBr₃ / CH₂Cl₂ / 10 h / 20 °C

3.1: n-BuLi / tetrahydrofuran / 3 h / -40 °C

3.2: tetrahydrofuran / 0.5 h / 0 °C

4.1: hydrazine monohydrate; diethylene glycol / 1 h / 180 °C

4.2: KOH / 10 h / 130 °C

5.1: Br₂; KOAc / acetic acid / 0.17 h / 5 °C

6.1: diethylazodicarboxylate; PPh₃ / benzene / 0.5 h / 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; bromine; potassium acetate; boron tribromide; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; diethylene glycol; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; benzene; 1.1: Metallation / 1.2: Cyclization / 2.1: demethylation / 3.1: Metallation / 3.2: Acylation / 4.1: Wolff-Kishner reduction / 4.2: Wolff-Kishner reduction / 5.1: Bromination / 6.1: Alkylation;
DOI:10.1021/jm990560c