4-{(S)-2-[(S)-1-((S)-2-Benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-mercapto-ethyl}-benzoic acid

Base Information

Chemical Name:4-{(S)-2-[(S)-1-((S)-2-Benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-mercapto-ethyl}-benzoic acid
CAS No.:738627-80-0
Molecular Formula:C₄₃H₃₉N₃O₅S₂
Molecular Weight:741.932
Hs Code.:

4-{(S)-2-[(S)-1-((S)-2-Benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-mercapto-ethyl}-benzoic acid

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Chemical Property of 4-{(S)-2-[(S)-1-((S)-2-Benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-mercapto-ethyl}-benzoic acid

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Technology Process of 4-{(S)-2-[(S)-1-((S)-2-Benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-mercapto-ethyl}-benzoic acid

There total 6 articles about 4-{(S)-2-[(S)-1-((S)-2-Benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-mercapto-ethyl}-benzoic 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: 38.0%

: 738627-76-4
4-[(2S)-2-[(1S)-1-((1S)-2-benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-(4-methoxy-benzylsulfanyl)-ethyl]-benzoic acid tert butyl ester

: 738627-80-0
4-{(S)-2-[(S)-1-((S)-2-Benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-mercapto-ethyl}-benzoic acid

Guidance literature:: With chlorotriisopropylsilane; hydrogen fluoride; at 0 ℃; for 1h;
DOI:10.1016/j.bmc.2004.03.006

Reference yield:

: 59247-47-1
tert-butyl-4-bromobenzoate

: 738627-80-0
4-{(S)-2-[(S)-1-((S)-2-Benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-mercapto-ethyl}-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 55 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 48 h / 20 °C

2.1: 64 percent / trimethylaluminium / toluene; hexane / 50 °C

3.1: 1,1,1,3,3,3-hexamethyldisilazane; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 44 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

4.1: 73 percent / lithium hydroxide; lithium bromide; tetrabutylammonium bromide / acetonitrile / 20 °C

5.1: 93 percent / diisopropylethylamine / 3 h / 20 °C

6.1: 38 percent / hydrogen fluoride; triisopropylsilane / 1 h / 0 °C

With lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; chlorotriisopropylsilane; hydrogen fluoride; tetrabutylammomium bromide; trimethylaluminum; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; lithium bromide; In tetrahydrofuran; hexane; toluene; acetonitrile;
DOI:10.1016/j.bmc.2004.03.006

Reference yield:

: 86208-17-5
3-(4-tert-butyloxycarbonylphenyl)propionic acid ethyl ester

: 738627-80-0
4-{(S)-2-[(S)-1-((S)-2-Benzo[b]thiophen-3-yl-1-benzylcarbamoyl-ethylcarbamoyl)-2-biphenyl-4-yl-ethylcarbamoyl]-2-mercapto-ethyl}-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 64 percent / trimethylaluminium / toluene; hexane / 50 °C

2.1: 1,1,1,3,3,3-hexamethyldisilazane; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 44 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

3.1: 73 percent / lithium hydroxide; lithium bromide; tetrabutylammonium bromide / acetonitrile / 20 °C

4.1: 93 percent / diisopropylethylamine / 3 h / 20 °C

5.1: 38 percent / hydrogen fluoride; triisopropylsilane / 1 h / 0 °C

With lithium hydroxide; n-butyllithium; chlorotriisopropylsilane; hydrogen fluoride; tetrabutylammomium bromide; trimethylaluminum; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; lithium bromide; In tetrahydrofuran; hexane; toluene; acetonitrile;
DOI:10.1016/j.bmc.2004.03.006