4-[(2S)-2-carboxy-2-(4-methoxy-benzyl-sulfanyl)-ethyl]-benzoic acid tert-butyl ester

Base Information

Chemical Name:4-[(2S)-2-carboxy-2-(4-methoxy-benzyl-sulfanyl)-ethyl]-benzoic acid tert-butyl ester
CAS No.:738627-73-1
Molecular Formula:C₂₂H₂₆O₅S
Molecular Weight:402.511
Hs Code.:

Synonyms:4-[(2S)-2-carboxy-2-(4-methoxy-benzyl-sulfanyl)-ethyl]-benzoic acid tert-butyl ester

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Chemical Property of 4-[(2S)-2-carboxy-2-(4-methoxy-benzyl-sulfanyl)-ethyl]-benzoic acid tert-butyl ester

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Technology Process of 4-[(2S)-2-carboxy-2-(4-methoxy-benzyl-sulfanyl)-ethyl]-benzoic acid tert-butyl ester

There total 4 articles about 4-[(2S)-2-carboxy-2-(4-methoxy-benzyl-sulfanyl)-ethyl]-benzoic acid tert-butyl 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: 73.0%

: 4-[(2S)-3-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-(4-methoxy-benzyl-sulfanyl)-3-oxo-propyl]-benzoic acid tert-butyl ester

: 738627-73-1
4-[(2S)-2-carboxy-2-(4-methoxy-benzyl-sulfanyl)-ethyl]-benzoic acid tert-butyl ester

Guidance literature:: With lithium hydroxide; tetrabutylammomium bromide; lithium bromide; In acetonitrile; at 20 ℃;
DOI:10.1016/j.bmc.2004.03.006

Reference yield:

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

: 738627-73-1
4-[(2S)-2-carboxy-2-(4-methoxy-benzyl-sulfanyl)-ethyl]-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 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

With lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrabutylammomium bromide; trimethylaluminum; 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

: 738627-73-1
4-[(2S)-2-carboxy-2-(4-methoxy-benzyl-sulfanyl)-ethyl]-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 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

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