N-(tert-butoxycarbonyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine methyl ester

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine methyl ester
CAS No.:643016-66-4
Molecular Formula:C₂₇H₂₉NO₄
Molecular Weight:431.532
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine methyl ester

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Chemical Property of N-(tert-butoxycarbonyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine methyl ester

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Technology Process of N-(tert-butoxycarbonyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine methyl ester

There total 1 articles about N-(tert-butoxycarbonyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine methyl 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:

: 103882-09-3,62129-44-6
N-Boc-4-I-Phe-OH

: 643016-66-4
N-(tert-butoxycarbonyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 40 h / 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; toluene; water / 15 h / 80 - 85 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; sodium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; 2: |Suzuki Coupling;
DOI:10.1021/ja403007r

Reference yield:

: 643016-66-4
N-(tert-butoxycarbonyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine methyl ester

: 1381789-61-2
Fmoc-(p-terphenyl)alanine

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol; tetrahydrofuran / 20 °C

1.2: pH 3

2.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

3.1: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C / pH 10

3.2: pH 3

With sodium hydrogencarbonate; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.bmc.2012.07.010

Reference yield:

: 643016-66-4
N-(tert-butoxycarbonyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine methyl ester

: 1451156-28-7
N-(4-pentenoyl)-4[(4’;1’,1”)biphenyl]-L-phenylalanine pdCpA ester

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoroacetic acid / dichloromethane / 23 h / Inert atmosphere

2: sodium carbonate / water; 1,4-dioxane / 5 h / 20 °C

3: lithium hydroxide monohydrate / tetrahydrofuran; water / 9 h / 20 °C

4: triethylamine / acetonitrile / 40 h / 20 °C / Inert atmosphere

5: triethylamine / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; sodium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja403007r